Skip to main content
SpringerLink
Log in

Microwave-Assisted Natural Product Chemistry

  • Chapter
  • First Online:
Microwave Methods in Organic Synthesis

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 266))

Abstract

An overview of the application of microwave irradiation in natural product synthesis is presented, focusing on the developments in the last 5–10 years. This contribution covers the literature concerning the total synthesis of natural products and their analogues, the synthesis of alkaloids and the construction of building blocks of interest for natural product synthesis. As microwave irradiation appeared on the scene only recently, we are at an early stage of its application in natural product chemistry, even though some nice examples have been communicated recently. The application of dedicated microwave instruments as well as domestic microwave ovens is discussed, giving emphasis to the microwave-enhanced transformations.

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 299.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 379.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 379.99
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

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Abbreviations

Boc:

tert-butoxycarbonyl

CNS:

central nervous system

m-CPBA:

m-chloroperbenzoic acid

CTH:

catalytic transfer hydrogenation

o-DCB:

o-dichlorobenzene

DDQ:

2,3-dichloro-5,6-dicyano-1,4-benzoquinone

DMF:

N,N-dimethylformamide

DMSO:

dimethyl sulfoxide

HIV:

human immunodeficiency virus

IEDDA:

inverse electron-demand Diels–Alder

PEA:

phenethylamine

PMB:

p-methoxybenzyl

PTSA:

p-toluene sulfonic acid

RCAM:

ring-closing alkyne metathesis

RCM:

ring-closing metathesis

TBAF:

N,N,N,N-tetrabutylammonium fluoride

TBDMS:

tert-butyl dimethyl silyl

THF:

tetrahydrofuran

References

  1. Ridley DD, Ritchie E, Taylor WC (1970) Aust J Chem 23:147

    CAS  Google Scholar 

  2. Lytollis W, Scannell RT, An H, Murty VS, Reddy KS, Barr JR, Hecht SM (1995) J Am Chem Soc 117:12683

    CAS  Google Scholar 

  3. Singh US, Scannell RT, An H, Carter BJ, Hecht SM (1995) J Am Chem Soc 117:12691

    CAS  Google Scholar 

  4. Scannell RT, Barr JR, Murty VS, Reddy KS, Hecht SM (1988) J Am Chem Soc 110:3650

    CAS  Google Scholar 

  5. Fürstner A (2002) Chem Eur J 8:1856

    Google Scholar 

  6. Agrofoglio LA, Nolan SP (2005) Topics Curr Med Chem 5:1541

    CAS  Google Scholar 

  7. Nicolaou KC, Bulger PG, Sarlah D (2005) Angew Chem Int Ed 44:4490

    CAS  Google Scholar 

  8. Grubbs RH (2004) Tetrahedron 60:7117

    CAS  Google Scholar 

  9. Schmidt B, Hermanns J (2004) Topics Organometallic Chem 13:223

    CAS  Google Scholar 

  10. Deiters A, Martin SF (2004) Chem Rev 104:2199 and references cited therein

    CAS  Google Scholar 

  11. Mulzer J, Oehler E (2004) Topics Organometallic Chem 13:269

    CAS  Google Scholar 

  12. Diver ST, Giessert AJ (2004) Chem Rev 104:1317

    CAS  Google Scholar 

  13. Furstner A, Davies PW (2005) Chem Commun, p 2307

    Google Scholar 

  14. Thiel OR (2004) In: Transition Metals for Organic Synthesis. 2nd Ed. Wiley-VCH, Weinheim 1:321

    Google Scholar 

  15. Michell SS, Rhodes D, Bushman FD, Faulkner D (2000) Org Lett 2:1605

    Google Scholar 

  16. Kiyota H, Dixon DJ, Luscombe CK, Hettstedt S, Ley SV (2002) Org Lett 4:3223

    CAS  Google Scholar 

  17. Dixon DJ, Ley SV, Reynolds DJ (2002) Chem Eur J 8:1621

    CAS  Google Scholar 

  18. Gonzalez N, Rodriguez J, Jiminez C (1999) J Org Chem 64:5705

    CAS  Google Scholar 

  19. Kashiwada Y, Yamazaki K, Ikeshiro Y, Yamasishi T, Fujioka T, Mihashi K, Mizuki K, Cosentino LM, Fowke K, Morris-Natschke SL, Lee K-H (2001) Tetrahedron 57:1559

    CAS  Google Scholar 

  20. Mamoru E, Hiroshi E (1982) Jpn Kokai Tokko Koho JP 82–28:080

    Google Scholar 

  21. Kang Y, Mei Y, Du Y, Jin Z (2003) Org Lett 5:4481

    CAS  Google Scholar 

  22. Saimoto H, Yoshida K, Murakami T, Morimoto M, Sashiwa H, Shigemasa Y (1996) J Org Chem 61:6768

    CAS  Google Scholar 

  23. Narkhede DD, Iyer PR, Iyer CSR (1989) J Nat Prod 52:502

    CAS  Google Scholar 

  24. Brink AJ, Rall GJH, Breytenbach JC (1977) Phytochemistry 16:273

    CAS  Google Scholar 

  25. Subburaj K, Katoch R, Murugesh MG, Trivedi GK (1997) Tetrahedron 53:12621

    CAS  Google Scholar 

  26. Volkmann RA, Andrews GC, Johnson WS (1975) J Am Chem Soc 97:4777

    CAS  Google Scholar 

  27. Corey EJ, Ohno M, Mitra RB, Vatakencherry PA (1964) J Am Chem Soc 86:478

    CAS  Google Scholar 

  28. Lei B, Fallis AG (1993) J Org Chem 58:2186

    CAS  Google Scholar 

  29. Abegaz BM (2002) Phytochem Rev 1:299

    CAS  Google Scholar 

  30. Aguilar R, Benavides A, Tamariz J (2004) Synthetic Commun 34:2719

    CAS  Google Scholar 

  31. Kad GL, Singh V, Khurana A, Singh J (1998) J Nat Prod 61:297

    CAS  Google Scholar 

  32. Grainger RS, Patel A (2003) Chem Commun, p 1072

    Google Scholar 

  33. Lewis FD, Reddy GD, Bassani DM (1993) J Am Chem Soc 115:6468

    CAS  Google Scholar 

  34. Lewis FD, Reddy GD, Bassani DM, Schneider S, Gahr M (1994) J Am Chem Soc 116:597

    CAS  Google Scholar 

  35. Subbaraju GV, Manhas MS, Bose AK (1991) Tetrahedron Lett 32:4871

    CAS  Google Scholar 

  36. Ezaki M, Iwami M, Yamashita M, Hashimoto S, Komori T, Umehara K, Mine Y, Kohsaka M, Aoiki H, Imanaka H (1985) J Antibiot 38:1453

    CAS  Google Scholar 

  37. Uchida I, Shigematsu N, Ezaki M, Hashimoto M, Hatsuo A, Hiroshi I (1985) J Antibiot 38:1462

    CAS  Google Scholar 

  38. Uchida I, Ezaki M, Shigematsu N, Hashimoto M (1985) J Org Chem 50:1341

    CAS  Google Scholar 

  39. Chang CC, Morton GO, James JC, Siegel MM, Kuck NA, Testa RT, Borders DB (1991) J Antibiot 44:674

    CAS  Google Scholar 

  40. Lépine R, Zhu J (2005) Org Lett 7:2981

    Google Scholar 

  41. Kappe CO (2004) Angew Chem Int Ed 43:6250

    CAS  Google Scholar 

  42. Kappe CO (2002) Curr Opin Chem Biol 6:314

    CAS  Google Scholar 

  43. Kappe CO, Dallinger D (2006) Drug Discov 5:51

    CAS  Google Scholar 

  44. Ersmark K, Larhed M, Wannberg J (2004) Curr Opin Drug Discov Dev 7:417

    CAS  Google Scholar 

  45. Mavandadi F, Lidstroem P (2004) Curr Top Med Chem 4:773

    CAS  Google Scholar 

  46. Alexandre F-R, Domon L, Frere S, Testard A, Thiery V, Besson T (2003) Mol Diver 7:273

    CAS  Google Scholar 

  47. Somei M, Yamada F (2005) Nat Prod Rep 22:73

    CAS  Google Scholar 

  48. Somei M, Yamada F (2004) Nat Prod Rep 21:278

    CAS  Google Scholar 

  49. Toyota M, Ihara M (1998) Nat Prod Rep 15:327, and references cited therein

    CAS  Google Scholar 

  50. Franco LH, Palermo JA (2003) Chem Pharm Bull 51:975

    CAS  Google Scholar 

  51. Hernández FL, Bal de Kier JE, Puricelli L, Tatian M, Seldes AM, Palermo JA (1998) J Nat Prod 61:1130

    Google Scholar 

  52. Butler MS, Capon RJ, Lu CC (1992) Aust J Chem 45:1871

    CAS  Google Scholar 

  53. Perry NB, Ettouati L, Litaudon M, Blunt JW, Munro MHG, Parkin S, Hope H (1994) Tetrahedron 50:3987

    CAS  Google Scholar 

  54. Rauwald HW, Kobar M, Mutschler E, Lambrecht G (1992) Planta Med 58:486

    CAS  Google Scholar 

  55. Sharaf MH M, Schiff PL Jr, Tackie AN, Phoebe CH Jr, Martin GE (1996) J Heterocycl Chem 33:239

    CAS  Google Scholar 

  56. Cimanga K, De Bruyne T, Pieters L, Claeys M, Vlietinck A (1996) Tetrahedron Lett 37:1703

    CAS  Google Scholar 

  57. Cimanga K, De Bruyne T, Pieters L, Claeys M, Vlietinck A (1997) J Nat Prod 60:688

    CAS  Google Scholar 

  58. Fresneda PM, Molina P, Delgado S (2001) Tetrahedron 51:6197

    Google Scholar 

  59. Kumemura T, Choshi T, Hirata A, Sera M, Takahashi Y, Nobuhiro J, Hibino S (2005) Chem Pharm Bull 53:393

    CAS  Google Scholar 

  60. Kohno J, Hiramatsu H, Nishio M, Sakurai M, Okuda T, Komatsubara S (1999) Tetrahedron 55:11247

    CAS  Google Scholar 

  61. Kohno J, Sakurai M, Kameda N, Nishio M, Kawano K, Kishi N, Okuda T, Komatsubara S (1999) J Antibiot 52:913

    CAS  Google Scholar 

  62. Kumemura T, Choshi T, Hirata A, Sera M, Takahashi Y, Nobuhiro J, Hibino S (2003) Heterocycles 61:13

    CAS  Google Scholar 

  63. Pouìlhes A, Langlois Y, Chiaroni A (2003) Synlett, p 1488

    Google Scholar 

  64. Cox ED, Cook JM (1995) Chem Rev 95:1797

    CAS  Google Scholar 

  65. Foderato TA, Barrows LR, Lassota P, Ireland CM (1997) J Org Chem 62:6064

    Google Scholar 

  66. Ma ZZ, Hano Y, Nomura T, Chen JJ (1997) Heterocycles 46:541

    CAS  Google Scholar 

  67. Slichenmyer WJ, Rowinsky EK, Donehower RC, Kaufmann SH (1993) J Nat Cancer Inst 85:271

    CAS  Google Scholar 

  68. Yadav JS, Reddy BVS (2002) Tetrahedron Lett 43:1905

    CAS  Google Scholar 

  69. Lipińska T (2002) Tetrahedron Lett 43:9565

    Google Scholar 

  70. Costa-Campos L, Lara DR, Nunes DS, Elisabetsky E (1998) Pharmacol Biochem Behav 60:133

    CAS  Google Scholar 

  71. Lipińska T, Guibe-Jampel E, Petit A, Loupy A (1999) Synth Commun 29:1349

    Google Scholar 

  72. Beljanski M, Crochet S (1996) Int J Oncol 8:1143 and references cited therein

    CAS  Google Scholar 

  73. Rykowski A, Lipińska T (1997) Pol J Chem 71:83

    CAS  Google Scholar 

  74. Lipińska T (2004) Tetrahedron Lett 45:8831

    Google Scholar 

  75. Lipińska T (2005) Tetrahedron 61:8148

    Google Scholar 

  76. Wolkenberg SE, Wisnoski DD, Leister WH, Wang Y, Zhao ZJ, Lindsley CW (2004) Org Lett 6:1453

    CAS  Google Scholar 

  77. Cui B, Zheng BL, He K, Zheng QY J (2003) Nat Prod 66:1101

    CAS  Google Scholar 

  78. Liu J-F, Lee J, Dalton AM, Bi G, Yu L, Baldino CM, McElory E, Brown M (2005) Tetrahedron Lett 46:1241

    CAS  Google Scholar 

  79. Wolfe JF, Rathman TL, Sleevi MC, Campbell JA, Greenwood TD (1990) J Med Chem 33:161

    CAS  Google Scholar 

  80. Buzas A, Hoffmann C (1959) Bull Soc Chim Fr, p 1889

    Google Scholar 

  81. Welch WM, Ewing FE, Huang J, Menniti FS, Pagnozzi MJ, Kelly K, Seymour PA, Guanowsky V, Guhan S, Guinn MR, Critchett D, Lazzaro J, Ganong AH, DeVries KM, Staigers TL, Chenard BL (2001) Bioorg Med Chem Lett, p 177

    Google Scholar 

  82. Liu J-F, Kaselj M, Isome Y, Ye P, Sargent K, Sprague K, Cherrak D, Wilson CJ, Si Y, Yohannes D, Ng S-C (2006) J Comb Chem 8:7

    CAS  Google Scholar 

  83. Penn J, Mantle PG, Bilton JN, Sheppard RN (1992) J Chem Soc, Perkin Trans 1, p 1495

    Google Scholar 

  84. Numata A, Takahashi C, Matsushita T, Miyamoto T, Kawai K, Usami Y, Matsumura E, Inoue M, Ohishi H, Shingu T (1992) Tetrahedron Lett 33:1621

    CAS  Google Scholar 

  85. Takahashi C, Matsushita T, Doi M, Minoura K, Shingu T, Kumeda Y, Numata A (1995) J Chem Soc, Perkin Trans 1, p 2345

    Google Scholar 

  86. Liu J-F, Ye P, Zhang B, Bi G, Sargent K, Yu L, Yohannes D, Baldino CM (2005) J Org Chem 70:6339

    CAS  Google Scholar 

  87. Tietze LF (1996) Chem Rev 96:115

    CAS  Google Scholar 

  88. Tietze LF, Haunert F (2000) In: Shibasaki M, Stoddart JF, Vögtle F (eds) Stimulating Concepts in Chemistry. Wiley, Weinheim, p 39

    Google Scholar 

  89. Liu J-F, Ye P, Sprague K, Sargent K, Yohannes D, Baldino CM, Wilson CJ, Ng S-C (2005) Org Lett 7:3363

    CAS  Google Scholar 

  90. Liu J-F, Kaselj M, Isome Y, Chapnick J, Zhang B, Bi G, Yohannes D, Yu L, Baldino CM (2005) J Org Chem 70:10488

    CAS  Google Scholar 

  91. Goetz MA, Monaghan RL, Chang RSL, Ondeyka J, Chen TB, Lotti VJ (1988) J Antibiot 41:875

    CAS  Google Scholar 

  92. Sun HH, Barrow CJ, Sedlock DM, Gillum AM, Cooper R (1994) J Antibiot 47:515

    CAS  Google Scholar 

  93. Pla D, Marchal A, Olsen CA, Albericio F, Alvarez M (2005) J Org Chem 70:8231

    CAS  Google Scholar 

  94. Cironi P, Albericio F, Alvarez M (2004) In: Gribble GW, Joule JA (eds) Progress in Heterocyclic Chemistry. Pergamon, Oxford, UK, vol 16, p 1

    Google Scholar 

  95. Facompré M, Tardy C, Bal-Mahieu C, Colson P, Pérez C, Manzanares I, Cuevas C, Bailly C (2003) Cancer Res 63:7392

    Google Scholar 

  96. Sharma U, Bora U, Boruah RC, Sandhu JS (2002) Tetrahedron Lett 43:143

    CAS  Google Scholar 

  97. Longchar M, Bora U, Boruah RC, Sandhu JS (2002) Synthetic Commun 32:3611

    CAS  Google Scholar 

  98. Skoda-Földes R, Pfeiffer P, Horváth J, Tuba Z, Kollár L (2002) Steroids 67:709

    Google Scholar 

  99. Skoda-Földes R, Kollár L, Heil B, Gálik G, Tuba Z, Arcadi A (1991) Tetrahedron Asymm 2:633

    Google Scholar 

  100. Skoda-Földes R, Csákai Z, Kollár L, Horváth J, Tuba Z (1995) Steroids 60:812

    Google Scholar 

  101. Das B, Venkataiah B, Kashinatham A (1999) Tetrahedron 55:6585

    CAS  Google Scholar 

  102. Kupchan SM, Eakin MA, Thomas AM (1971) J Med Chem 14:1147

    CAS  Google Scholar 

  103. Mew D, Baiza F, Towers GHN, Levy JG (1982) Planta Med 45:23

    CAS  Google Scholar 

  104. Picman AK, Towers GHN (1983) Biochem Syst Ecol 11:321

    CAS  Google Scholar 

  105. Sharma GL, Bhutani KK (1988) Planta Med 54:120

    CAS  Google Scholar 

  106. Hopper M, Kirby GC, Kulkarni MM, Kulkarni SN, Nagasampagi BA, O'Neill MJ, Philipson JD, Rojatkar SR, Warhurs DC (1990) Eur J Med Chem 25:717

    Google Scholar 

  107. Gallo ILC, Whang-peng J, Adamson ILK (1971) J Nat Cancer Inst 46:789

    CAS  Google Scholar 

  108. Wall ME, Wani MC (1977) Ann Rev Pharmacol Toxicol 17:117

    CAS  Google Scholar 

  109. Pendrak I, Wittrock R, Kingsbury WD (1995) J Org Chem 60:2912

    CAS  Google Scholar 

  110. Pendrark I, Berney S, Wittrock R, Lambert DM, Kingsbury WD (1994) J Org Chem 59:2623

    Google Scholar 

  111. Das B, Madhusudhan P, Kashinatham A (1998) Tetrahedron Lett 39:431

    CAS  Google Scholar 

  112. Das B, Srinivas KVNS (2002) Synth Commun 32:3027

    CAS  Google Scholar 

  113. Buckingham J (ed) (1994) Dictionary of Natural Products. 1st Ed. Chapman and Hall, London, vol 1, p 640

    Google Scholar 

  114. Gharbi SA, Beal JL, Doskotch RW, Mitscher LA (1973) Lloydia 36:349

    Google Scholar 

  115. Das B, Srinivas KVNS (2004) Synth Commun 34:199

    CAS  Google Scholar 

  116. Baran PS, O'Malley DP, Zografos AL (2004) Angew Chem Int Ed 43:2674

    CAS  Google Scholar 

  117. Borrelli F, Campagnuolo C, Capasso R, Fattorusso E, Taglialatela-Scafati O (2004) Eur J Org Chem 15:3227

    Google Scholar 

  118. Campagnuolo C, Fattorusso E, Taglialatela-Scafati O (2003) Eur J Org Chem 2:284

    Google Scholar 

  119. Lindsley CW, Wisnoski DD, Wang Y, Leister WH, Zhao Z (2003) Tetrahedron Lett 44:4495

    CAS  Google Scholar 

  120. Ohmoto T, Koike K (1989) In: Brossi A (ed) The Alkaloids. Academic Press, New York, vol 36, p 135

    Google Scholar 

  121. Haynes HF, Nelson ER, Price JR (1952) Aust J Sci Res Ser A 5:387

    CAS  Google Scholar 

  122. Nelson ER, Price JR (1952) Aust J Sci Res Ser A 5:563

    Google Scholar 

  123. Nelson ER, Price JR (1952) Aust J Sci Res Ser A 5:68

    Google Scholar 

  124. Anderson LA, Harris A, Phillipson JD (1983) J Nat Prod 46:374

    CAS  Google Scholar 

  125. Arisawa M, Kinghorn AD, Cordell GA, Farnsworth NR (1983) J Nat Prod 46:222

    CAS  Google Scholar 

  126. Ohmoto T, Nikaido T, Koide K, Kohda K, Sankawa U(1988) Chem Pharm Bull 36:4588

    CAS  Google Scholar 

  127. Ouyang Y, Koide K, Ohmoto T (1994) Phytochemistry 36:1543

    CAS  Google Scholar 

  128. Benson SC, Li J-H, Snyder JK (1992) J Org Chem 57:5285

    CAS  Google Scholar 

  129. Lindsley CW, Bogusky MJ, Leister WH, McClain RT, Robinson RG, Barnett SF, Defeo-Jones D, Ross CW, Hartman GD (2005) Tetrahedron Lett 46:2779

    CAS  Google Scholar 

  130. Chérouvrier J-R, Carreaux F, Bazureau JP (2002) Tetrahedron Lett 43:3581

    Google Scholar 

  131. Cafieri F, Fattorusso E, Mangani A, Tagliakatela-Scafati O (1996) Tetrahedron Lett 37:3587

    CAS  Google Scholar 

  132. Boehm JC, Gleason JG, Pendrak I, Sarau HM, Schmidt B, Foley JJ, Kingsbury WD (1993) J Med Chem 36:3333

    CAS  Google Scholar 

  133. Kuo F-M, Tseng M-C, Yen Y-H, Chu Y-H (2004) Tetrahedron 60:12075

    CAS  Google Scholar 

  134. Horiguchi Y, Nakamura M, Saitoh T, Sano T (2003) Chem Pharm Bull 51:1368

    CAS  Google Scholar 

  135. Horiguchi Y, Nakamura M, Kida A, Kodama H, Saitoh T, Sano T (2003) Heterocycles 59:691

    CAS  Google Scholar 

  136. Cheng CC, Chu Y-H (1999) J Comb Chem 1:461

    CAS  Google Scholar 

  137. Papadopoulou D, Spyros IP, Varvoglis A (1998) Tetrahedron Lett 39:2865

    CAS  Google Scholar 

  138. Mayer JP, Bankaitis-Davis D, Zhang J, Beaton G, Bjergarde K, Anderson CM, Goodman BA, Herrera CJ (1996) Tetrahedron Lett 37:5633

    CAS  Google Scholar 

  139. Horiguchi Y, Kodama H, Nakamura M, Yoshimura T, Hanezi K, Hamada H, Saitoh T, Sano T (2002) Chem Pharm Bull 50:253

    CAS  Google Scholar 

  140. Tseng M-C, Liang Y-M, Chu Y-H (2005) Tetrahedron Lett 46:6131

    CAS  Google Scholar 

  141. Tietze LF, Wiegand JM, Vock CA (2004) Eur J Org Chem, p 4107

    Google Scholar 

  142. Micheli RA, Hajos ZG, Cohen N, Parrish DR, Portland LA, Sciamanna W, Scott MA, Wehrli PA (1975) J Org Chem 40:675

    Google Scholar 

  143. Eder U, Sauer G, Wiechert R (1971) Angew Chem 83:492

    Google Scholar 

  144. Eder U, Sauer G, Wiechert R (1971) Angew Chem Int Ed Engl 10:496

    CAS  Google Scholar 

  145. Kupchan SM, Britton RW, Ziegler MF, Gilmore CJ, Restivo RJ, Bryan RF (1973) J Am Chem Soc 95:1335

    CAS  Google Scholar 

  146. Wang RW, Rebhum LI, Kupchan SM (1977) Cancer Res 37:3071

    CAS  Google Scholar 

  147. Sackett DL (1993) Pharmacol Ther 59:163

    CAS  Google Scholar 

  148. Zavala F, Guenard D, Robin J-P, Brown E (1980) J Med Chem 23:546

    CAS  Google Scholar 

  149. Tomioka K, Kubota Y, Kawasaki H, Koga K (1989) Tetrahedron Lett 30:2949

    CAS  Google Scholar 

  150. Kubota Y, Kawasaki H, Tomioka K, Koga K (1993) Tetrahedron 49:3081

    CAS  Google Scholar 

  151. Beryozkina T, Appukkuttan P, Mont N, Van der Eycken E (2006) Org Lett 8:487

    CAS  Google Scholar 

  152. Miyaura N, Suzuki A (1995) Chem Rev 95:2457

    CAS  Google Scholar 

  153. Diederich F, Stang PJ (eds) (1998) Metal-Catalyzed Cross-coupling Reactions. Wiley, Weinheim, p 517

    Google Scholar 

  154. Suzuki A (1999) J Organometallic Chem 576:147

    CAS  Google Scholar 

  155. Kotha S, Lahiri K, Kashinath D (2002) Tetrahedron 58:9633

    CAS  Google Scholar 

  156. Leadbeater NE (2005) Chem Commun 23:2881

    Google Scholar 

  157. Apukkuttan P, Van der Eycken E, Dehaen W (2005) Synlett, p 127

    Google Scholar 

  158. Appukkuttan P, Orts AB, Chandran RP, Goeman JL, Van der Eycken J, Dehaen W, Van der Eycken E (2004) Eur J Org Chem, p 3277

    Google Scholar 

  159. Ishida Y, Sasaki Y, Kimura Y, Watanabe K (1985) J Pharmacobiodyn 8:917

    CAS  Google Scholar 

  160. Ishida Y, Sadamune K, Kobayashi S, Kihara M (1983) J Pharmacobiodyn 6:391

    CAS  Google Scholar 

  161. Viladomat F, Bastida J, Codina C, Campbell WE, Mathee S (1995) Phytochemistry 40:307

    CAS  Google Scholar 

  162. Hoarau C, Couture A, Deniau E, Grandclaudon P (2002) J Org Chem 67:5846

    CAS  Google Scholar 

  163. Patil PA, Snieckus V (1998) Tetrahedron Lett 39:1325

    CAS  Google Scholar 

  164. Sahakitpichan P, Ruchiravat S (2003) Tetrahedron Lett 44:5239

    CAS  Google Scholar 

  165. Lidström P, Tierney J, Wathey B, Westman J (2001) Tetrahedron 57:9225

    Google Scholar 

  166. Lidström P, Westman J, Lewis A (2002) Comb Chem High Throughput Screening 6:441

    Google Scholar 

  167. Larhed M, Moberg C, Hallberg A (2002) Acc Chem Res 35:717

    CAS  Google Scholar 

  168. Loupy A (2002) Microwaves in Organic Synthesis. Wiley, Weinheim, Germany, and references therein

    Google Scholar 

  169. Kappe CO (2004) Angew Chem Int Ed 43:6250

    CAS  Google Scholar 

  170. Hayes BL (2004) Aldrichim Acta 37:66

    CAS  Google Scholar 

  171. Appukkuttan P, Dehaen W, Van der Eycken E (2005) Org Lett 7:2723

    CAS  Google Scholar 

  172. Cledera P, Sánchez JD, Caballero E, Avendaño C, Ramos MT, Menéndez JC (2004) Synlett, p 803

    Google Scholar 

  173. Hochlowski JE, Mullally MM, Spanton SG, Whittern DN, Hill P, McAlpine JB (1993) J Antibiotics 46:380

    CAS  Google Scholar 

  174. Barrow CJ, Sun HH (1994) J Nat Prod 57:471

    CAS  Google Scholar 

  175. Lu Y-F, Fallis AG (1993) Tetrahedron Lett 34:3367

    CAS  Google Scholar 

  176. Wani MC, Taylor HL, Wall ME, Coggan P, McPhail AT (1971) J Am Chem Soc 93:2325

    CAS  Google Scholar 

  177. Pamess J, Horwitz SB (1981) J Cell Biol 91:479

    Google Scholar 

  178. Chapin SJ, Bulinski JC, Gundersen GG (1991) Nature 349:24

    CAS  Google Scholar 

  179. Torres G, Torres W, Prieto JA (2004) Tetrahedron 60:10245

    CAS  Google Scholar 

  180. Corey EJ, Hase T (1979) Tetrahedron Lett 20:335

    Google Scholar 

  181. Lipshutz BH, Kozlowski J (1984) J Org Chem 49:1147

    CAS  Google Scholar 

  182. Lipshutz BH, Barton JC (1988) J Org Chem 53:4495

    CAS  Google Scholar 

  183. Mohr P (1992) Tetrahedron Lett 33:2455

    CAS  Google Scholar 

  184. Burova SA, McDonald FE (2002) J Am Chem Soc 124:8188

    CAS  Google Scholar 

  185. Martin HJ, Drescher M, Mulzer J (2000) Angew Chem Int Ed 39:581

    CAS  Google Scholar 

  186. Wang Z, Schreiber SL (1990) Tetrahedron Lett 31:312

    Google Scholar 

  187. Rinehart K, Maheshwari ML, Antosz FJ, Mathur HH, Sasaki K, Schacht RJ (1971) J Am Chem Soc 93:6273

    CAS  Google Scholar 

  188. Rinehart KL, Antosz FJ, Sasaki K, Martin PK, Maheshwari ML, Reussre F, Li HL, Moran D, Wiley PF (1974) Biochemistry 13:861

    CAS  Google Scholar 

  189. Miyashita M, Shiratani T, Kawamine K, Hatakeyama S, Miyazawa M, Irie H (1996) Chem Commun, p 1027

    Google Scholar 

  190. Banik BK, Barakat KJ, Wagle DR, Manhas MS, Bose AK (1999) J Org Chem 64:5746

    CAS  Google Scholar 

  191. Sharma A, Kumar V, Sinha AK (2006) Adv Synth Catal 348:354

    CAS  Google Scholar 

  192. Arefalk A, Larhed M, Hallberg A (2005) J Org Chem 70:938

    CAS  Google Scholar 

  193. Berthold H, Schotten T, Honig H (2002) Synthesis 11:1607

    Google Scholar 

  194. Daga MC, Taddei M, Varchi G (2001) Tetrahedron Lett 42:5191

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry, BMC, Uppsala University, P.O. Box. 574, SE 751 23, Uppsala, Sweden

    Prasad Appukkuttan

  2. Department of Chemistry, University of Leuven, Celestijnenlaan 200F, B-3001, Leuven, Belgium

    Erik Van der Eycken

Authors
  1. Prasad Appukkuttan
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Erik Van der Eycken
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Erik Van der Eycken .

Editor information

Mats Larhed Kristofer Olofssonq

Rights and permissions

Reprints and permissions

Copyright information

© 2006 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Appukkuttan, P., Van der Eycken, E. (2006). Microwave-Assisted Natural Product Chemistry. In: Larhed, M., Olofssonq, K. (eds) Microwave Methods in Organic Synthesis. Topics in Current Chemistry, vol 266. Springer, Berlin, Heidelberg . https://doi.org/10.1007/128_051

Download citation

Publish with us

Policies and ethics

Search

Navigation