Skip to main content
SpringerLink
Log in

Introduction

  • Chapter
  • First Online:
Synthesis and Reactivity of Donor-Acceptor Substituted Aminocyclopropanes and Aminocyclobutanes

Part of the book series: Springer Theses ((Springer Theses))

  • 402 Accesses

Abstract

Since the beginning of the last century, organic chemistry has been playing an important role in the development of modern society. It has led to innovation in major disciplines such as drug development, crop protection, material and environmental sciences. However, the demand for molecular scaffolds that are more and more complex challenges the efficiency of current synthetic methods and highlights the urgent need for new strategies. The development of new reactions is a very important process by which progress in the disciplines requiring molecule engineering can be achieved. A new methodology has to bring a solution to recognized problems. For this purpose, it can improve an existing process by, for example, reducing its cost, increasing its field of application or its efficiency. It can also be based on a new strategy to build molecules in a way that did not exist before. This process can be very rewarding as it can also lead to the exploration of a chemical space that was unexploited previously.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 84.99
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 109.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 109.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Notes

  1. 1.

    For reviews concerning activated cyclopropanes: [36–45].

  2. 2.

    The electron-poor olefins are more suited for reaction with DA cyclopropanes activated by transition metals. See Sect 1.3.3.6

  3. 3.

    For acceptor-substituted cyclopropanes: [101–103]. For methylene cyclopropanes: [104–108]. With transition metals: [109, 110]. Intramolecular: [111].

  4. 4.

    For examples of Pd catalyzed annulations, see [160–163].

  5. 5.

    For a review on intramolecular annulations, see [172].

References

  1. Boutureira O, Matheu MI, Diaz Y, Castillon S (2013) Chem Soc Rev 42:5056

    Article  CAS  Google Scholar 

  2. Risseeuw M, Overhand M, Fleet GJ, Simone M (2013) Amino Acids 45:613

    Article  CAS  Google Scholar 

  3. Dembitsky V (2008) J Nat Med 62:1

    Article  CAS  Google Scholar 

  4. Darses B, Greene AE, Poisson J-F (2011) J Org Chem 77:1710

    Article  CAS  Google Scholar 

  5. Gorrea E, Pohl G, Nolis P, Celis S, Burusco KK, Branchadell V, Perczel A, Ortuño RM (2012) J Org Chem 77:9795

    Article  CAS  Google Scholar 

  6. Celis S, Nolis P, Illa O, Branchadell V, Ortuno RM (2013) Org Biomol Chem 11:2839

    Article  CAS  Google Scholar 

  7. Fulop F, Martinek TA, Toth GK (2006) Chem Soc Rev 35:323

    Article  CAS  Google Scholar 

  8. Kinnel RB, Gehrken HP, Scheuer PJ (1993) J Am Chem Soc 115:3376

    Article  CAS  Google Scholar 

  9. Brodersen DE, Clemons WM, Carter AP, Morgan-Warren RJ, Wimberly BT, Ramakrishnan V (2000) Cell 103:1143

    Article  CAS  Google Scholar 

  10. Hanessian S, Vakiti RR, Dorich S, Banerjee S, Lecomte F, DelValle JR, Zhang J, Deschênes-Simard B (2011) Angew Chem Int Ed 50:3497

    Article  CAS  Google Scholar 

  11. Malinowski JT, Sharpe RJ, Johnson JS (2013) Science 340:180

    Article  CAS  Google Scholar 

  12. Tan X, Chu CK, Boudinot FD (1999) Adv Drug Delivery Rev 39:117

    Article  CAS  Google Scholar 

  13. Saxton JE (1997) Nat Prod Rep 14:559

    Article  CAS  Google Scholar 

  14. O’Connor SE, Maresh JJ (2006) Nat Prod Rep 23:532

    Article  CAS  Google Scholar 

  15. Hass HB, McBee ET, Hinds GE (1936) Ind Eng Chem 28:1178

    Article  CAS  Google Scholar 

  16. Wong HNC, Hon MY, Tse CW, Yip YC, Tanko J, Hudlicky T (1989) Chem Rev 89:165

    Article  CAS  Google Scholar 

  17. Liebman JF, Greenberg A (1976) Chem Rev 76:311

    Article  CAS  Google Scholar 

  18. de Meijere A (2005) Angew Chem Int Ed 44:7836

    Article  CAS  Google Scholar 

  19. Coulson CA, Moffitt WE (1947) J Chem Phys 15:151

    Article  CAS  Google Scholar 

  20. Boese R, Miebach T, De Meijere A (1991) J Am Chem Soc 113:1743

    Article  CAS  Google Scholar 

  21. Chakrabarti P, Seiler P, Dunitz JD, Schluter AD, Szeimies G (1981) J Am Chem Soc 103:7378

    Article  CAS  Google Scholar 

  22. Walsh AD (1947) Nature 159:712

    Article  CAS  Google Scholar 

  23. Walsh AD (1949) Trans Far Soc 45:179

    Article  CAS  Google Scholar 

  24. Dewar MJS (1984) J Am Chem Soc 106:669

    Article  CAS  Google Scholar 

  25. Bernett WA (1967) J Chem Educ 44:17

    Article  CAS  Google Scholar 

  26. The Chemistry of Cyclobutanes (2005) In: Rappoport ZZ, Liebman JF (eds) Wiley, Chichester

    Google Scholar 

  27. Wiberg KB (1986) Angew Chem Int Ed 25:312

    Article  Google Scholar 

  28. Bartell LS, Andersen B (1973) J Chem Soc Chem Commun 786

    Google Scholar 

  29. Namyslo JC, Kaufmann DE (2003) Chem Rev 103:1485

    Article  CAS  Google Scholar 

  30. Doyle MP, Van Leusen D (1982) J Org Chem 47:5326

    Article  CAS  Google Scholar 

  31. Lifchits O, Charette AB (2008) Org Lett 10:2809

    Article  CAS  Google Scholar 

  32. Kunkel E, Reichelt I, Reißig H-U (1984) Liebigs Ann Chem 1984:802

    Article  Google Scholar 

  33. Xing S, Li Y, Li Z, Liu C, Ren J, Wang Z (2011) Angew Chem Int Ed 50:12605

    Article  CAS  Google Scholar 

  34. Seebach D (1979) Angew Chem Int Ed 18:239

    Article  Google Scholar 

  35. UPAC (1997) Compendium of chemical terminology, 2nd edn. (the “Gold Book”). In: McNaught AD, Wilkinson A (eds) Blackwell Scientific Publications, Oxford

    Google Scholar 

  36. Danishefsky S (1979) Acc Chem Res 12:66

    Article  CAS  Google Scholar 

  37. Wenkert E (1980) Acc Chem Res 13:27

    Article  CAS  Google Scholar 

  38. Reissig H-U, Zimmer R (2003) Chem Rev 103:1151

    Article  CAS  Google Scholar 

  39. Yu M, Pagenkopf BL (2005) Tetrahedron 61:321

    Article  CAS  Google Scholar 

  40. Agrawal D, Yadav VK (2008) Chem Comm 6471

    Google Scholar 

  41. De Simone F, Waser J (2009) Synthesis 2009:3353

    Article  CAS  Google Scholar 

  42. Kerr MA, Lebold TP (1797) Pure Appl Chem 82

    Google Scholar 

  43. Mel’nikov MY, Budynina EM, Ivanova OA, Trushkov IV (2011) Mendeleev Commun 21:293

    Google Scholar 

  44. Cavitt MA, Phun LH, France S (2014) Chem Soc Rev 43:804

    Article  CAS  Google Scholar 

  45. Schneider TF, Kaschel J, Werz DB (2014) Angew Chem Int Ed. doi:10.1002/anie.201309886

    Google Scholar 

  46. Carson CA, Kerr MA (2009) Chem Soc Rev 38:3051

    Article  CAS  Google Scholar 

  47. Tang P, Qin Y (2012) Synthesis 44:2969

    Article  CAS  Google Scholar 

  48. Wang Z (2012) Synlett 23:2311

    Article  CAS  Google Scholar 

  49. Lebel H, Marcoux J-F, Molinaro C, Charette AB (2003) Chem Rev 103:977

    Article  CAS  Google Scholar 

  50. Simmons HE, Smith RD (1958) J Am Chem Soc 80:5323

    Article  CAS  Google Scholar 

  51. Furukawa J, Kawabata N, Nishimura J (1966) Tetrahedron Lett 7:3353

    Article  Google Scholar 

  52. Harrington P, Kerr MA (1997) Tetrahedron Lett 38:5949

    Article  CAS  Google Scholar 

  53. Grover HK, Lebold TP, Kerr MA (2010) Org Lett 13:220

    Article  CAS  Google Scholar 

  54. Emmett MR, Kerr MA (2011) Org Lett 13:4180

    Article  CAS  Google Scholar 

  55. England DB, Woo TK, Kerr MA (2002) Can J Chem 80:992

    Article  CAS  Google Scholar 

  56. Bajtos B, Yu M, Zhao H, Pagenkopf BL (2007) J Am Chem Soc 129:9631

    Article  CAS  Google Scholar 

  57. Ivanova OA, Budynina EM, Grishin YK, Trushkov IV, Verteletskii PV (2008) Eur J Org Chem 2008:5329

    Article  CAS  Google Scholar 

  58. Chagarovskiy AO, Budynina EM, Ivanova OA, Grishin YK, Trushkov IV, Verteletskii PV (2009) Tetrahedron 65:5385

    Article  CAS  Google Scholar 

  59. Gharpure SJ, Vijayasree U, Reddy SRB (2012) Org Biomol Chem 10:1735

    Article  CAS  Google Scholar 

  60. Stork G, Grieco PA (1969) J Am Chem Soc 91:2407

    Article  CAS  Google Scholar 

  61. Corey EJ, Balanson RD (1973) Tetrahedron Lett 14:3153

    Article  Google Scholar 

  62. Christie SDR, Davoile RJ, Jones RCF (2006) Org Biomol Chem 4:2683

    Article  CAS  Google Scholar 

  63. Nicholas KM, Petit R (1971) Tet Lett 12:3474

    Article  Google Scholar 

  64. Beal RB, Dombroski MA, Snider BB (1986) J Org Chem 51:4391

    Article  CAS  Google Scholar 

  65. Saigo K, Shimada S, Shibasaki T, Hasegawa M (1093) Chem Lett 1990:19

    Google Scholar 

  66. Adams J, Belley M (1986) Tetrahedron Lett. 27:2075

    Article  CAS  Google Scholar 

  67. Komatsu M, Suehiro I, Horiguchi Y, Kuwajima I (1991) Synlett 1991:771

    Article  Google Scholar 

  68. Horiguchi Y, Suehiro I, Sasaki A, Kuwajima I (1993) Tetrahedron Lett. 34:6077

    Article  CAS  Google Scholar 

  69. Mathieu B, Ghosez L (2002) Tetrahedron 58:8219

    Article  CAS  Google Scholar 

  70. Takasu K, Nagao S, Ihara M (2006) Adv Synth Catal 348:2376

    Article  CAS  Google Scholar 

  71. Mukaiyama T, Narasaka K, Banno K (1011) Chem Lett 1973:2

    Google Scholar 

  72. Fang J, Ren J, Wang Z (2008) Tetrahedron Lett 49:6659

    Article  CAS  Google Scholar 

  73. Qu J-P, Deng C, Zhou J, Sun X-L, Tang Y (2009) J Org Chem 74:7684

    Article  CAS  Google Scholar 

  74. Qu J-P, Liang Y, Xu H, Sun X-L, Yu Z-X, Tang Y (2012) Chem Eur J 18:2196

    Article  CAS  Google Scholar 

  75. Kerr MA, Keddy RG (1999) Tetrahedron Lett 40:5671

    Article  CAS  Google Scholar 

  76. Venkatesh C, Singh PP, Ila H, Junjappa H (2006) Eur J Org Chem 2006:5378

    Article  CAS  Google Scholar 

  77. Lambert JB, Zhao Y, Emblidge RW, Salvador LA, Liu X, So J-H, Chelius EC (1998) Acc Chem Res 32:183

    Article  Google Scholar 

  78. Sugita Y, Yamadoi S, Hosoya H, Yokoe I (2001) Chem Pharm Bull 49:657

    Article  CAS  Google Scholar 

  79. Yadav VK, Sriramurthy V (2004) Org Lett 6:4495

    Article  CAS  Google Scholar 

  80. Yadav VK, Sriramurthy V (2004) Angew Chem Int Ed 43:2669

    Article  CAS  Google Scholar 

  81. Qi X, Ready JM (2008) Angew Chem Int Ed 47:7068

    Article  CAS  Google Scholar 

  82. Mackay WD, Fistikci M, Carris RM, Johnson JS (2014) Org Lett 16:1626

    Article  CAS  Google Scholar 

  83. Wolfe JP, Hay MB (2007) Tetrahedron 63:261

    Article  CAS  Google Scholar 

  84. Brueckner C, Reissig HU (1988) J Org Chem 53:2440

    Article  CAS  Google Scholar 

  85. Shimada S, Hashimoto Y, Sudo A, Hasegawa M, Saigo K (1992) J Org Chem 57:7126

    Article  CAS  Google Scholar 

  86. Shimada S, Hashimoto Y, Saigo K (1993) J Org Chem 58:5226

    Article  CAS  Google Scholar 

  87. Sugita Y, Yokoe I (2000) Heterocycles 53:657

    Article  CAS  Google Scholar 

  88. Sugita Y, Yokoe I (2001) Heterocycles 55:135

    Article  CAS  Google Scholar 

  89. Pohlhaus PD, Johnson JS (2005) J Am Chem Soc 127:1601

    Article  CAS  Google Scholar 

  90. Pohlhaus PD, Johnson JS (1057) J Org Chem 2005:70

    Google Scholar 

  91. Pohlhaus PD, Sanders SD, Parsons AT, Li W, Johnson JS (2008) J Am Chem Soc 130:8642

    Article  CAS  Google Scholar 

  92. Campbell MJ, Johnson JS, Parsons AT, Pohlhaus PD, Sanders SD (2010) J Org Chem 75:6317

    Article  CAS  Google Scholar 

  93. Gupta A, Yadav VK (2006) Tetrahedron Lett 47:8043

    Article  CAS  Google Scholar 

  94. Parsons AT, Campbell MJ, Johnson JS (2008) Org Lett 10:2541

    Article  CAS  Google Scholar 

  95. Smith AG, Slade MC, Johnson JS (1996) Org Lett 2011:13

    Google Scholar 

  96. Haubenreisser S, Hensenne P, Schröder S, Niggemann M (2013) Org Lett 15:2262

    Article  CAS  Google Scholar 

  97. Ma X, Tang Q, Ke J, Yang X, Zhang J, Shao H (2013) Org Lett 15:5170

    Article  CAS  Google Scholar 

  98. Yang G, Sun Y, Shen Y, Chai Z, Zhou S, Chu J, Chai J (2013) J Org Chem 78:5393

    Article  CAS  Google Scholar 

  99. Campbell MJ, Johnson JS (2009) J Am Chem Soc 131:10370

    Article  CAS  Google Scholar 

  100. Karadeolian A, Kerr MA (2010) J Org Chem 75:6830

    Article  CAS  Google Scholar 

  101. Alper PB, Meyers C, Lerchner A, Siegel DR, Carreira EM (1999) Angew Chem Int Ed 38:3186

    Article  CAS  Google Scholar 

  102. Huang W, O’Donnell M-M, Bi G, Liu J, Yu L, Baldino CM, Bell AS, Underwood TJ (2004) Tetrahedron Lett 45:8511

    Article  CAS  Google Scholar 

  103. Qiu L, Guo X, Zhou J, Liu S, Yang L, Wu X, Hu W (2013) RSC Adv 3:20065

    Article  CAS  Google Scholar 

  104. Lautens M, Han WS (2002) J Am Chem Soc 124:6312

    Article  CAS  Google Scholar 

  105. Scott ME, Han W, Lautens M (2004) Org Lett 6:3309

    Article  CAS  Google Scholar 

  106. Taillier C, Bethuel Y, Lautens M (2007) Tetrahedron 63:8469

    Article  CAS  Google Scholar 

  107. Taillier C, Lautens M (2007) Org Lett 9:591

    Article  CAS  Google Scholar 

  108. Scott ME, Lautens M (2008) J Org Chem 73:8154

    Article  CAS  Google Scholar 

  109. Dieskau AP, Holzwarth MS, Plietker B (2012) J Am Chem Soc 134:5048

    Article  CAS  Google Scholar 

  110. Tombe R, Kurahashi T, Matsubara S (2013) Org Lett 15:1791

    Article  CAS  Google Scholar 

  111. Jackson SK, Karadeolian A, Driega AB, Kerr MA (2008) J Am Chem Soc 130:4196

    Article  CAS  Google Scholar 

  112. Saigo K, Shimada S, Hasegawa M (1990) Chem Lett 19:905

    Article  Google Scholar 

  113. Carson CA, Kerr MA (2005) J Org Chem 70:8242

    Article  CAS  Google Scholar 

  114. Kang Y-B, Tang Y, Sun X-L (2006) Org Biomol Chem 4:299

    Article  CAS  Google Scholar 

  115. Christie SDR, Davoile RJ, Jones RCF (2006) Org Biomol Chem 4:2683

    Article  CAS  Google Scholar 

  116. Yu M, Pagenkopf BL (2003) J Am Chem Soc 125:8122

    Article  CAS  Google Scholar 

  117. Chagarovskiy AO, Budynina EM, Ivanova OA, Trushkov IV (2010) Chem Het Comp 46:120

    Article  CAS  Google Scholar 

  118. Goodell JR, Poole JL, Beeler AB, Aubé J, Porco JA (2011) J Org Chem 76:9792

    Article  CAS  Google Scholar 

  119. Sathishkannan G, Srinivasan K (2011) Org Lett 13:6002

    Article  CAS  Google Scholar 

  120. Chagarovskiy AO, Ivanov KL, Budynina EM, Ivanova OA, Trushkov IV (2012) Chem Het Comp 48:825

    Article  CAS  Google Scholar 

  121. Cui B, Ren J, Wang Z (2013) J Org Chem 79:790

    Article  CAS  Google Scholar 

  122. Cui B, Ren J, Wang Z (2013) J Org Chem 79:790

    Article  CAS  Google Scholar 

  123. Yu M, Pagenkopf BL (2003) Org Lett 5:5099

    Article  CAS  Google Scholar 

  124. Yu M, Pantos GD, Sessler JL, Pagenkopf BL (1057) Org Lett 2004:6

    Google Scholar 

  125. Morales CL, Pagenkopf BL (2007) Org Lett 10:157

    Article  CAS  Google Scholar 

  126. Bajtos B, Pagenkopf BL (1072) Eur J. Org Chem 2009:2009

    Google Scholar 

  127. Moustafa MMAR, Pagenkopf BL (2010) Org Lett 12:3168

    Article  CAS  Google Scholar 

  128. Wang H, Yang W, Liu H, Wang W, Li H (2012) Org Biomol Chem 10:5032

    Article  CAS  Google Scholar 

  129. Sun Y, Yang G, Chai Z, Mu X, Chai J (2013) Org Biomol Chem 11:7859

    Article  CAS  Google Scholar 

  130. Graziano ML, Iesce MR (1987) J Chem Res Synop 362

    Google Scholar 

  131. Graziano ML, Cimminiello G (1989) J Chem Res Synop 42

    Google Scholar 

  132. Li H, Wang W, Liu H, Wang H, Yang W (2012) Org Biomol Chem 10:5032

    Article  CAS  Google Scholar 

  133. Goldberg AFG, O’Connor NR, Craig RA, Stoltz BM (2012) Org Lett 14:5314

    Article  CAS  Google Scholar 

  134. Graziano ML, Iesce MR, Cermola F (1996) J Chem Res Synop 82

    Google Scholar 

  135. Korotkov VS, Larionov OV, Hofmeister A, Magull J, de Meijere A (2007) J Org Chem 72:7504

    Article  CAS  Google Scholar 

  136. Bruckner C, Reissig HU (1985) Angew Chem Int Ed Engl 24:588

    Article  Google Scholar 

  137. Cermola F, Di Gioia L, Graziano ML, Iesce MR (2005) J Chem Res Synop 677

    Google Scholar 

  138. Marino JP, Laborde E (1985) J Am Chem Soc 107:734

    Article  CAS  Google Scholar 

  139. Liu L, Montgomery J (2006) J Am Chem Soc 128:5348

    Article  CAS  Google Scholar 

  140. Tsuji J, Takahashi H, Morikawa M (1965) Tetrahedron Lett 6:4387

    Article  Google Scholar 

  141. Hiroi K, Yamada A (1835) Tetrahedron: Asymmetry 2000:11

    Google Scholar 

  142. Goldberg AFG, Stoltz BM (2011) Org Lett 13:4474

    Article  CAS  Google Scholar 

  143. Dieskau AP, Holzwarth MS, Plietker B (2012) J Am Chem Soc 134:5048

    Article  CAS  Google Scholar 

  144. Candish L, Forsyth CM, Lupton DW (2013) Angew Chem Int Ed 52:9149

    Article  CAS  Google Scholar 

  145. Gu X, Li X, Qu Y, Yang Q, Li P, Yao Y (2013) Chem Eur J 19:11878

    Article  CAS  Google Scholar 

  146. Wolf C (2008) Dynamic stereochemistry of chiral compounds: principles and applications. The Royal Society of Chemistry, Cambridge, pp 331, 359–369, 372

    Google Scholar 

  147. Faber K (2001) Chem Eur J 7:5004

    Article  CAS  Google Scholar 

  148. Steinreiber J, Faber K, Griengl H (2008) Chem Eur J 14:8060

    Article  CAS  Google Scholar 

  149. Trost BM, Bunt RC, Lemoine RC, Calkins TL (2000) J Am Chem Soc 122:5968

    Article  CAS  Google Scholar 

  150. Sibi MP, Ma Z, Jasperse CP (2005) J Am Chem Soc 127:5764

    Article  CAS  Google Scholar 

  151. Kang Y-B, Sun X-L, Tang Y (2007) Angew Chem Int Ed 46:3918

    Article  CAS  Google Scholar 

  152. Zhou Y-Y, Li J, Ling L, Liao S-H, Sun X-L, Li Y-X, Wang L-J, Tang Y (2013) Angew Chem Int Ed 52:1452

    Article  CAS  Google Scholar 

  153. Zhou Y-Y, Wang L-J, Li J, Sun X-L, Tang Y (2012) J Am Chem Soc 134:9066

    Article  CAS  Google Scholar 

  154. Xiong H, Xu H, Liao S, Xie Z, Tang Y (2013) J Am Chem Soc

    Google Scholar 

  155. Parsons AT, Johnson JS (2009) J Am Chem Soc 131:3122

    Article  CAS  Google Scholar 

  156. Evans DA, Miller SJ, Lectka T, von Matt P (1999) J Am Chem Soc 121:7559

    Article  CAS  Google Scholar 

  157. Parsons AT, Smith AG, Neel AJ, Johnson JS (2010) J Am Chem Soc 132:9688

    Article  CAS  Google Scholar 

  158. Wales SM, Walker MM, Johnson JS (2013) Org Lett

    Google Scholar 

  159. Xu H, Qu J-P, Liao S, Xiong H, Tang Y (2013) Angew Chem Int Ed 52:4004

    Article  CAS  Google Scholar 

  160. Trost BM, Morris PJ (2011) Angew Chem Int Ed 50:6167

    Article  CAS  Google Scholar 

  161. Trost BM, Morris PJ, Sprague SJ (2012) J Am Chem Soc

    Google Scholar 

  162. Mei LY, Wei Y, Xu Q, Shi M (2012) Organometallics 31:7591

    Article  CAS  Google Scholar 

  163. Mei LY, Wei Y, Xu Q, Shi M (2013) Organometallics 32:3544

    Article  CAS  Google Scholar 

  164. Young IS, Kerr MA (2003) Angew Chem Int Ed 42:3023

    Article  CAS  Google Scholar 

  165. Young IS, Kerr MA (2004) Org Lett 6:139

    Article  CAS  Google Scholar 

  166. Sibi MP, Ma Z, Jasperse CP (2005) J Am Chem Soc 127:5764

    Article  CAS  Google Scholar 

  167. Kang YB, Sun XL, Tang Y (2007) Angew Chem Int Ed 46:3918

    Article  CAS  Google Scholar 

  168. Kerr MA, Lebold TP (2010) Pure Appl Chem 82:1797

    Google Scholar 

  169. Bai Y, Tao W, Ren J, Wang Z (2012) Angew Chem Int Ed 51:4112

    Article  CAS  Google Scholar 

  170. Tang P, Qin Y (2012) Synthesis 44:2969

    Article  CAS  Google Scholar 

  171. Wang Z, Ren J, Wang Z (2013) Org Lett 15:5682

    Article  CAS  Google Scholar 

  172. Cavitt MA, Phun LH, France S (2014) Chem Soc Rev 43:804

    Article  CAS  Google Scholar 

  173. Baar MR, Ballesteros P, Roberts BW (1986) Tetrahedron Lett 27:2083

    Article  CAS  Google Scholar 

  174. Moustafa MMAR, Pagenkopf BL (2010) Org Lett 12:4732

    Article  CAS  Google Scholar 

  175. Parsons AT, Johnson JS (2009) J Am Chem Soc 131:14202

    Article  CAS  Google Scholar 

  176. Takasu K, Ueno M, Inanaga K, Ihara M (2003) J Org Chem 69:517

    Article  CAS  Google Scholar 

  177. Inanaga K, Takasu K, Ihara M (2005) J Am Chem Soc 127:3668

    Article  CAS  Google Scholar 

  178. Canales E, Corey EJ (2007) J Am Chem Soc 129:12686

    Article  CAS  Google Scholar 

  179. Schuster DI, Lem G, Kaprinidis NA (1993) Chem Rev 93:3

    Article  CAS  Google Scholar 

  180. Jo H, Fitzgerald ME, Winkler JD (2009) Org Lett 11:1685

    Article  CAS  Google Scholar 

  181. Gauzy C, Pereira E, Faure S, Aitken DJ (2004) Tetrahedron Lett 45:7095

    Article  CAS  Google Scholar 

  182. Gauzy C, Saby B, Pereira E, Faure S, Aitken DJ (2006) Synlett 2006:1394

    Article  CAS  Google Scholar 

  183. Basler B, Schuster O, Bach T (2005) J Org Chem 70:9798

    Article  CAS  Google Scholar 

  184. White JD, Li Y, Ihle DC (2010) J Org Chem 75:3569

    Article  CAS  Google Scholar 

  185. Brannock KC, Bell A, Burpitt RD, Kelly CA (1964) J Org Chem 29:801

    Article  CAS  Google Scholar 

  186. Fleming I, Harley-Mason J (1964) J Chem Soc (Resumed) 2165

    Google Scholar 

  187. Kuehne ME, Foley L (1965) J Org Chem 30:4280

    Article  CAS  Google Scholar 

  188. Hall HK, Ykman P (1975) J Am Chem Soc 97:800

    Article  CAS  Google Scholar 

  189. Evans SB, Abdelkader M, Padias AB, Hall HK (1989) J Org Chem 54:2848

    Article  CAS  Google Scholar 

  190. Ishihara K, Nakano K (2007) J Am Chem Soc 129:8930

    Article  CAS  Google Scholar 

  191. Albrecht Ł, Dickmeiss G, Acosta FC, Rodríguez-Escrich C, Davis RL, Jørgensen KA (2012) J Am Chem Soc 134:2543

    Article  CAS  Google Scholar 

  192. Avenoza A, Busto JH, Canal N, Peregrina JM, Pérez-Fernández M (2005) Org Lett 7:3597

    Article  CAS  Google Scholar 

  193. de Meijere A, Limbach M, Janssen A, Lygin A, Korotkov VS (2010) Eur J Org Chem 2010:3665

    Article  CAS  Google Scholar 

  194. Sans M, Illa O, Ortuño RM (2012) Org Lett 14:2431

    Article  CAS  Google Scholar 

  195. Shimada S, Saigo K, Nakamura H, Hasegawa M (1991) Chem Lett 20:1149

    Article  Google Scholar 

  196. Parsons AT, Johnson JS (2009) J Am Chem Soc 131:14202

    Article  CAS  Google Scholar 

  197. Allart EA, Christie SDR, Pritchard GJ, Elsegood MRJ (2009) Chem Comm 7339

    Google Scholar 

  198. Moustafa MMAR, Pagenkopf BL (2010) Org Lett 12:4732

    Article  CAS  Google Scholar 

  199. Moustafa MMAR, Stevens AC, Machin BP, Pagenkopf BL (2010) Org Lett 12:4736

    Article  CAS  Google Scholar 

  200. Vemula N, Stevens AC, Schon TB, Pagenkopf BL (2014) Chem Comm 50:1668

    Article  CAS  Google Scholar 

  201. Stevens AC, Palmer C, Pagenkopf BL (2011) Org Lett 13:1528

    Article  CAS  Google Scholar 

  202. Okado R, Nowaki A, Matsuo JI, Ishibashi H (2012) Chem Pharm Bull 60:21

    Article  CAS  Google Scholar 

  203. Seiser T, Saget T, Tran DN, Cramer N (2011) Angew Chem Int Ed 50:7740

    Article  CAS  Google Scholar 

  204. Belluš D, Ernst B (1988) Angew Chem Int Ed 27:797

    Article  Google Scholar 

  205. Kawano M, Kiuchi T, Negishi S, Tanaka H, Hoshikawa T, Matsuo J-I, Ishibashi H (2013) Angew Chem Int Ed 52:906

    Article  CAS  Google Scholar 

  206. Schneider TF, Werz DB (1848) Org Lett 2011:13

    Google Scholar 

  207. Wenkert E, Hudlicky T (1953) J Org Chem 1988:53

    Google Scholar 

  208. Ha JD, Lee J, Blackstock SC, Cha JK (1998) J Org Chem 63:8510

    Article  CAS  Google Scholar 

  209. Takemoto Y, Yamagata S, Furuse S-I, Hayase H, Echigo T, Iwata C (1998) Chem Commun 651

    Google Scholar 

  210. Lee HB, Sung MJ, Blackstock SC, Cha JK (2001) J Am Chem Soc 123:11322

    Article  CAS  Google Scholar 

  211. Maity S, Zhu M, Shinabery RS, Zheng N (2012) Angew Chem Int Ed 51:222

    Article  CAS  Google Scholar 

  212. Wiedemann S, Rauch K, Savchenko A, Marek I, de Meijere A (2004) Eur J Org Chem 631

    Google Scholar 

  213. Larquetoux L, Ouhamou N, Chiaroni A, Six Y (2005) Eur J Org Chem 4654

    Google Scholar 

  214. Wasilewska A, Woźniak BA, Doridot G, Piotrowska K, Witkowska N, Retailleau P, Six Y (2013) Chem Eur J 19:11759

    Article  CAS  Google Scholar 

  215. Patil DV, Cavitt MA, Grzybowski P, France S (2011) Chem Comm 47:10278

    Article  CAS  Google Scholar 

  216. Patil DV, Cavitt MA, France S (2012) Heterocycles 84:1363

    Article  CAS  Google Scholar 

  217. Rousseaux S, Liégault B, Fagnou K (2012) Chem Sci 3:244

    Article  CAS  Google Scholar 

  218. Dos Santos A, El Kaïm L, Grimaud L, Ramozzi R (2012) Synlett 438

    Google Scholar 

  219. Ladd CL, Roman DS, Charrette AB (2013) Tetrahedron 69:4479

    Article  CAS  Google Scholar 

  220. Rousseaux S, Gorelsky SI, Chung BKW, Fagnou K (1069) J Am Chem Soc 2010:132

    Google Scholar 

  221. Shaw MH, Melikhova EY, Kloer DP, Whittingham WG, Bower JF (2013) J Am Chem Soc 135:4992

    Article  CAS  Google Scholar 

  222. Schmidt CD, Kaschel J, Schneider TF, Kratzert D, Stalke D, Werz DB (2013) Org Lett 15:6098

    Article  CAS  Google Scholar 

  223. Hall HK, Ykman P (1975) J Am Chem Soc 97:800

    Article  CAS  Google Scholar 

  224. De Simone F, Andrès J, Torosantucci R, Waser J (1023) Org Lett 2009:11

    Google Scholar 

  225. De Simone F, Gertsch J, Waser J (2010) Angew Chem Int Ed 49:5767

    Article  CAS  Google Scholar 

  226. Frei R, Staedler D, Raja A, Franke R, Sasse F, Gerber-Lemaire S, Waser J (2013) Angew Chem Int Ed 52:13373

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institut des Sciences et Ingénierie Chimiques, Swiss Federal Institute of Technology in Lausanne, Lausanne, Switzerland

    Florian de Nanteuil

Authors
  1. Florian de Nanteuil
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Florian de Nanteuil .

Rights and permissions

Reprints and permissions

Copyright information

© 2016 Springer International Publishing Switzerland

About this chapter

Cite this chapter

de Nanteuil, F. (2016). Introduction. In: Synthesis and Reactivity of Donor-Acceptor Substituted Aminocyclopropanes and Aminocyclobutanes. Springer Theses. Springer, Cham. https://doi.org/10.1007/978-3-319-23006-1_1

Download citation

Publish with us

Policies and ethics

Search

Navigation