Abstract
Michael reactions have drawn a great amount of interest from the synthetic community due to their ability to form C–C sigma bonds through the conjugate addition of carbon nucleophiles to many different types of Michael acceptors [1]. However, the analogous conjugate additions of other heteroatom nucleophiles such as amines, thiols, phosphines, and alcohols have not progressed at the same rate [2–5]. This is especially true for the application of these conjugate addition methodologies in the context of alcohol nucleophiles and α,β-unsaturated carbonyl compounds (oxa-conjugate addition reaction) in order to stereoselectively form tetrahydropyrans. This comparative lack of interest can be mainly attributed to the major disadvantages of the oxa-conjugate addition reaction, including the poor nucleophilicity of oxygen atoms, reversibility of the addition process (retro-oxa-conjugate addition reaction), and the lack of stereoselectivity [1].
This chapter has been published in: (1) Eur. J. Org. Chem. 2012, 1025–1032, (2) Org. Lett. 2011, 13, 2722–2725, and (3) Angew. Chem. Int. Ed. 2012 , 51, 5735–5738.
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References
Nising CF, Brase S (2008) Chem Soc Rev 37:1218–1228
Sibi MP, Manyem S (2000) Tetrahedron 56:8033–8061
Xu L-W, Xia C-G (2005) Eur J Org Chem 2005:633–639
Enders D, Lüttgen K, Narine AA (2007) Synthesis 2007:959–980
Vicario JL, Badía D, Carrillo L (2007) Synthesis 2007:2065–2092
Kisanga PB, Ilankumaran P, Fetterly BM, Verkade JG (2002) J Org Chem 67:3555–3560
Wabnitz TC, Spencer JB (2003) Org Lett 5:2141–2144
Stewart IC, Bergman RG, Toste FD (2003) J Am Chem Soc 125:8696–8697
Bhuniya D, Mohan S, Narayanan S (2003) Synthesis 2003:1018–1024
Murtagh JE, McCooey SH, Connon SJ (2005) Chem Commun 2005:227–229
Kano T, Tanaka Y, Maruoka K (2006) Tetrahedron Lett 47:3039–3041
Bertelsen S, Dinér P, Johansen RL, Jørgensen KA (2007) J Am Chem Soc 129:1536–1537
Li H, Wang J, E-Nunu T, Zu L, Jiang W, Wei S, Wang W (2007) Chem Commun 2007:507–509
Zu L, Zhang S, Xie H, Wang W (2009) Org Lett 11:1627–1630
Wang L, Liu X, Dong Z, Fu X, Feng X (2008) Angew Chem Int Ed 47:8670–8673
Chang L, Shang D, Xin J, Liu X, Feng X (2008) Tetrahedron Lett 49:6663–6666
Trost BM, Gutierrez AC, Livingston RC (2009) Org Lett 11:2539–2542
Kim H, Park Y, Hong J (2009) Angew Chem Int Ed 48:7577–7581
Jung ME, Piizzi G (2005) Chem Rev 105:1735–1766
Kim H, Hong J (2010) Org Lett 12:2880–2883
Kim H, Wooten CM, Park Y, Hong J (2007) Org Lett 9:3965–3968
Kim H, Kasper AC, Moon EJ, Park Y, Wooten CM, Dewhirst MW, Hong J (2008) Org Lett 11:89–92
Kim H, Baker JB, Lee S-U, Park Y, Bolduc KL, Park H-B, Dickens MG, Lee D-S, Kim Y, Kim SH, Hong J (2009) J Am Chem Soc 131:3192–3194
Lee K, Kim H, Hong J (2009) Org Lett 11:5202–5205
Sternbach DD, Rossana DM, Onan KD (1985) Tetrahedron Lett 26:591–594
GrÖBel B-T, Seebach D (1977) Synthesis 1977:357–402
Yus M, Nájera C, Foubelo F (2003) Tetrahedron 59:6147–6212
Smith AB III, Adams CM (2004) Acc Chem Res 37:365–377
Roduit J-P, Wyler H (1985) Helv Chim Acta 68:403–414
Bunce RA (1995) Tetrahedron 51:13103–13159
Nicolaou KC, Montagnon T, Snyder SA (2003) Chem Commun 2003:551–564
Nicolaou KC, Edmonds DJ, Bulger PG (2006) Angew Chem Int Ed 45:7134–7186
Taylor RJK, Reid M, Foot J, Raw SA (2005) Acc Chem Res 38:851–869
Evans DA, Gauchet-Prunet JA (1993) J Org Chem 58:2446–2453
Banwell MG, Bui CT, Pham HTT, Simpson GW (1996) J Chem Soc Perkin Trans 1:967–969
Maurer B, Grieder A, Thommen W (1979) Helv Chim Acta 62:44–47
Edmunds AJF, Trueb W (1997) Tetrahedron Lett 38:1009–1012
Bhattacharjee A, Soltani O, De Brabander JK (2002) Org Lett 4:481–484
Parikh JR, Doering WvE (1967) J Am Chem Soc 89:5505–5507
Yeung K-S, Paterson I (2005) Chem Rev 105:4237–4313
Lee E (2005) Pure Appl Chem 77:2073–2081
Larrosa I, Romea P, Urpí F (2008) Tetrahedron 64:2683–2723
Olier C, Kaafarani M, Gastaldi S, Bertrand MP (2010) Tetrahedron 66:413–445
Avery TD, Caiazza D, Culbert JA, Taylor DK, Tiekink ERT (2005) J Org Chem 70:8344–8351
Sabitha G, Vasudeva Reddy D, Senkara Rao A, Yadav JS (2010) Tetrahedron Lett 51:4195–4198
Reddy CR, Srikanth B (2010) Synlett 2010:1536–1538
Hiebel M-A, Pelotier B, Piva O (2010) Tetrahedron Lett 51:5091–5093
Reddy CR, Rao NN (2010) Tetrahedron Lett 51:5840–5842
Bates RW, Song P (2010) Synthesis-Stuttgart 2010:2935–2942
Wohland M, Maier ME (2011) Synlett 2011:1523–1526
Wang HF, Cui HF, Chai Z, Li P, Zheng CW, Yang YQ, Zhao G (2009) Chem Eur J 15:13299–13303
Díez D, Núñez MG, Benéitez A, Moro RF, Marcos IS, Basabe P, Broughton HB, Urones JG (2009) Synlett 2009:390–394
Sundén H, Ibrahem I, Zhao G-L, Eriksson L, Córdova A (2007) Chem Eur J 13:574–581
Rueping M, Sugiono E, Merino E (2008) Angew Chem Int Ed 47:3046–3049
Kotame P, Hong B-C, Liao J-H (2009) Tetrahedron Lett 50:704–707
Andersen NR, Hansen SG, Bertelsen S, Jørgensen KA (2009) Adv Synth Catal 351:3193–3198
Marigo M, Wabnitz TC, Fielenbach D, Jørgensen KA (2005) Angew Chem Int Ed 44:794–797
Hayashi Y, Gotoh H, Hayashi T, Shoji M (2005) Angew Chem Int Ed 44:4212–4215
Jansen R, Wray V, Irschik H, Reichenbach H, Höfle G (1985) Tetrahedron Lett 26:6031–6034
Irschik H, Jansen R, Gerth K, Hofle G, Reichenbach H (1987) J Antibiot 40:7–13
Smith AB, Dong S, Brenneman JB, Fox RJ (2009) J Am Chem Soc 131:12109–12111
Crimmins MT, Haley MW, O’Bryan EA (2011) Org Lett 13:4712–4715
Smith AB III, Fox RJ (2007) Org Lett 6:1477–1480
Schinzer D, Schulz C, Krug O (2004) Synlett 2004:2689–2692
Smith AB III, Fox RJ, Vanecko JA (2005) Org Lett 7:3099–3102
Crimmins MT, Haley MW (2006) Org Lett 8:4223–4225
Smith AB III, Dong S (2009) Org Lett 11:1099–1102
Mohapatra DK, Das PP, Pattanayak MR, Yadav, JS (2010) Chem Eur J 16:2072–2078
Rao AVR, Bose DS, Gurjar MK, Ravindranathan T (1989) Tetrahedron 45:7031–7040
D’Ambrosio M, Guerriero A, Debitus C, Pietra F (1996) Helv Chim Acta 79:51–60
D’Ambrosio M, Tatò M, Pocsfalvi G, Debitus C, Pietra F (1999) Helv Chim Acta 82:347–353
Dale JA, Dull DL, Mosher HS (1969) J Org Chem 34:2543–2549
Paterson I, Tudge M (2003) Angew Chem Int Ed 42:343–347
Hornberger KR, Hamblett CL, Leighton JL (2000) J Am Chem Soc 122:12894–12895
Kopecky DJ, Rychnovsky SD (2001) J Am Chem Soc 123:8420–8421
Wang Y, Janjic J, Kozmin SA (2002) J Am Chem Soc 124:13670–13671
Wipf P, Reeves JT (2002) Chem Commun 2002:2066–2067
Fettes A, Carreira E (2002) Angew Chem Int Ed 41:4098–4101
Williams DR, Plummer SV, Patnaik S (2003) Angew Chem Int Ed 42:3934–3938
Williams DR, Patnaik S, Plummer SV (2003) Org Lett 5:5035–5038
Fettes A, Carreira E (2003) J Org Chem 68:9274–9283
Paterson I, Tudge M (2003) Tetrahedron 59:6833–6849
Su Q, Panek JS (2005) Angew Chem Int Ed 44:1223–1225
Wang Y, Janjic J, Kozmin SJ (2005) Pure Appl Chem 77:1161–1169
Ferrie L, Reymond S, Capdevielle P, Cossy J (2007) Org Lett 9:2461–2464
Jung HH, Seiders JR, Floreancig PE (2007) Angew Chem Int Ed 46:8464–8467
Su Q, Panek JS (2007) J Org Chem 72:2–24
Evans PA, Andrews WJ (2008) Angew Chem Int Ed 47:5426–5429
Yadav JS, Pattanayak MR, Das PP, Mohapatra DK (2011) Org Lett 13:1710–1713
Crimmins MT, Siliphaivanh P (2003) Org Lett 5:4641–4644
Sarraf ST, Leighton JL (2000) Org Lett 2:403–405
Sarraf ST, Leighton JL (2000) Org Lett 2:3205–3208
Brown HC, Bhat KS, Randad RS (1989) J Org Chem 54:1570–1576
Mancuso AJ, Swern D (1981) Synthesis 1981:165–185
Jadhav PK, Bhat KS, Perumal PT, Brown HC (1986) J Org Chem 51:432–439
Semmelhack MF, Bodurow C (1984) J Am Chem Soc 106:1496–1498
Semmelhack MF, Kim C, Zhang N, Bodurow C, Sanner M, Dobler W, Meier M (1990) Pure Appl Chem 62:2035–2040
White JD, Hong J, Robarge LA (1999) Tetrahedron Lett 40:1463–1466
Srebnik M (1991) Tetrahedron Lett 32:2449–2452
Oppolzer W, Radinov RN (1992) Helv Chim Acta 75:170–173
Soai K, Takahashi K (1994) J. Chem Soc Perkin Trans 1:1257–1258
Takahashi H, Kawakita T, Ohno M, Yoshioka M, Kobayashi S (1992) Tetrahedron 48:5691–5700
Hikota M, Sakurai Y, Horita K, Yonemitsu O (1990) Tetrahedron Lett 31:6367–6370
Kopecky DJ, Rychnovsky SD (2000) J Org Chem 65:191–198
Noyori R, Ohkuma T, Kitamura M, Takaya H, Sayo N, Kumobayashi H, Akutagawa S (1987) J Am Chem Soc 109:5856–5858
Myers AG, Yang BH, Chen H, McKinstry LM, Kopecky DJ, Gleason JL (1997) J Am Chem Soc 119:6496–6511
Evans DA, Halstead DP, Allison BD (1999) Tetrahedron Lett 40:4461–4462
Paterson I, Yeung KS, Ward RA, Smith JD, Cumming JG, Lamboley S (1995) Tetrahedron 51:9467–9486
Evans DA, Hoveyda AH (1990) J Am Chem Soc 112:6447–6449
Kozmin S (2001) Org Lett 3:755–758
Li KW, Wu J, Xing W, Simon JA (1996) J Am Chem Soc 118:7237–7238
Müller S, Liepold B, Roth GJ, Bestmann HJ (1996) Synlett 1996:521–522
Paterson I, Gibson KR, Oballa RM (1996) Tetrahedron Lett 37:8585–8588
Evans DA, Coleman PJ, Côté B (1997) J Org Chem 62:788–789
Evans DA, Chapman KT, Carreira EM (1988) J Am Chem Soc 110:3560–3578
Dossetter AG, Jamison TF, Jacobsen EN (1999) Angew Chem Int Ed 38:2398–2400
Dahanukar VH, Rychnovsky SD (1996) J Org Chem 61:8317–8320
Mitsunobu O (1981) Synthesis 1981:1–28
Nishiyama H, Yokoyama H, Narimatsu S, Itoh K (1982) Tetrahedron Lett 23:1267–1270
Corey EJ, Bakshi RK, Shibata S, Chen CP, Singh VK (1987) J Am Chem Soc 109:7925–7926
Su Q, Panek JS (2004) J Am Chem Soc 126:2425–2430
Corey EJ, Suggs JW (1975) Tetrahedron Lett 16:2647–2650
Brown HC, Bhat KS (1986) J Am Chem Soc 108:5919–5923
Paterson I, Yeung KS, Smaill JB (1993) Synlett 1993:774–776
Kotsuki H (1992) Synlett 1992:97–106
Hafner A, Duthaler RO, Marti R, Rihs G, Rothe-Streit P, Schwarzenbach F (1992) J Am Chem Soc 114:2321–2336
Cossy J, Bargiggia FC, BouzBouz S (2002) Tetrahedron Lett 43:6715–6717
Matsumura K, Hashiguchi S, Ikariya T, Noyori R (1997) J Am Chem Soc 119:8738–8739
Inanaga J, Hirata K, Saeki H, Katsuki T, Yamaguchi M (1979) Bull Chem Soc Jpn 52:1989–1993
Kumar VS, Floreancig PE (2001) J Am Chem Soc 123:3842–3843
Seiders JR, Wang L, Floreancig PE (2003) J Am Chem Soc 125:2406–2407
Floreancig PE (2007) Synlett 2007:191–203
Breit B, Seiche W (2003) J Am Chem Soc 125:6608–6609
Seiche W, Schuschkowski A, Breit B (2005) Adv Synth Catal 347:1488–1494
Evans PA, Cui J, Gharpure SJ, Hinkle RJ (2003) J Am Chem Soc 125:11456–11457
Leonard NM, Wieland LC, Mohan RS (2002) Tetrahedron 58:8373–8397
Mukaiyama T, Banno K, Naraska K (1974) J Am Chem Soc 96:7503–7509
Chen K-M, Hardtmann GE, Prasad K, Repič O, Shapiro MJ (1987) Tetrahedron Lett 28:155–158
Hansen EC, Lee D (2006) J Am Chem Soc 128:8142–8143
Kaneko Y, Matsuo T, Kiyooka S-I (1994) Tetrahedron Lett 35:4107–4110
Lurain AE, Carroll PJ, Walsh PJ (2005) J Org Chem 70:1262–1268
Garber SB, Kingsbury JS, Gray BL, Hoveyda AH (2000) J Am Chem Soc 122:8168–8179
Dinh M-T, Bouzbouz S, Péglion J-L, Cossy J (2008) Tetrahedron 64:5703–5710
Marigo M, Franzén J, Poulsen TB, Zhuang W, Jørgensen KA (2005) J Am Chem Soc 127:6964–6965
Bal BS, Childers WE Jr, Pinnick HW (1981) Tetrahedron 37:2091–2096
Katsuki T, Sharpless KB (1980) J Am Chem Soc 102:5974–5976
Mihelich ED, Daniels K, Eickhoff DJ (1981) J Am Chem Soc 103:7690–7692
Rossiter BE, Sharpless KB (1984) J Org Chem 49:3707–3711
Kolb HC, VanNieuwenhze MS, Sharpless KB (1994) Chem Rev 94:2483–2547
Cardillo G, Orena M, Porzi G, Sandri S (1981) Chem Commun 1981:465–466
Bongini A, Cardillo G, Orena M, Porzi G, Sandri S (1982) J Org Chem 47:4626–4633
Bartlett PA, Meadows JD, Brown EG, Morimoto A, Jernstedt KK (1982) J Org Chem 47:4013–4018
Duan JJW, Smith AB, III (1993) J Org Chem 58:3703–3711
Nugent WA (1999) Chem Commun 1999:1369–1370
Chen YK, Lurain AE, Walsh PJ (2002) J Am Chem Soc 124:12225–12231
Garcia C, Libra ER, Carroll PJ, Walsh PJ (2003) J Am Chem Soc 125:3210–3211
Lurain AE, Walsh PJ (2003) J Am Chem Soc 125:10677–10683
Chen YK, Jeon SJ, Walsh PJ, Nugent WA (2005) Org Synth 82:87–92
Tanaka J, Higa T (1996) Tetrahedron Lett 37:5535–5538
Jefford CW, Bernardinelli G, Tanaka J-I, Higa T (1996) Tetrahedron Lett 37:159–162
Cutignano A, Bruno I, Bifulco G, Casapullo A, Debitus C, Gomez-Paloma L, Riccio R (2001) Eur J Org Chem 2001:775–778
Smith AB, III, Safonov IG, Corbett RM (2002) J Am Chem Soc 124:11102–11113
Ding F, Jennings MP (2008) J Org Chem 73:5965–5976
Smith AB, III, Safonov IG, Corbett RM (2001) J Am Chem Soc 123:12426–12427
Smith AB, III, Safonov IG (2002) Org Lett 4:635–637
Hoye TR, Hu M (2003) J Am Chem Soc 125:9576–9577
Uenishi Ji, Iwamoto T, Tanaka J (2009) Org Lett 11:3262–3265
Ghosh AK, Cheng X (2011) Org Lett 13:4108–4111
Ding F, Jennings MP (2005) Org Lett 7:2321–2324
Aubele DL, Wan S, Floreancig PE (2005) Angew Chem Int Ed 44:3485–3488
Sanchez CC, Keck GE (2005) Org Lett 7:3053–3056
Louis I, Hungerford NL, Humphries EJ, McLeod MD (2006) Org Lett 8:1117–1120
Zurwerra D, Gertsch J, Altmann K-H (2010) Org Lett 12:2302–2305
Yun SY, Hansen EC, Volchkov I, Cho EJ, Lo WY, Lee D (2010) Angew Chem Int Ed 49:4261–4263
Brown HC, Jadhav PK (1983) J Am Chem Soc 105:2092–2093
Petasis NA, Bzowej EI (1990) J Am Chem Soc 112:6392–6394
Smith AB, III, Fox RJ, Razler TM (2008) Acc Chem Res 41:675–687
Masamune S, Bates GS, Corcoran JW (1977) Angew Chem Int Ed 89:585–607
Burry KF, Cardone RA, Chen WY, Rosen P (1978) J Am Chem Soc 100:7069–7071
Miyashita M, Suzuki T, Hoshino M, Yoshikoshi A (1997) Tetrahedron 53:12469–12486
Kraus GA, Molina MT, Walling JA (1986) J Chem Soc Chem Commun 1986:1568–1569
Casiraghi G, Zanardi F, Appendino G, Rassu G (2000) Chem Rev 100:1929–1972
Evans DA, Kozlowski MC, Murry JA, Burgey CS, Campos KR, Connell BT, Staples RJ (1999) J Am Chem Soc 121:669–685
Denmark SE, Wynn T, Beutner GL (2002) J Am Chem Soc 124:13405–13407
Keck GE, Yu T (1999) Org Lett 1:289–291
Keck GE, Covel JA, Yu T, Schiff T (2002) Org Lett 4:1189–1192
Ireland RE, Mueller RH, Willard AK (1976) J Am Chem Soc 98:2868–2877
Nicolaou KC, Seitz SP, Pavia MR (1982) J Am Chem Soc 104:2030–2031
Trost BM, Chisholm JD (2002) Org Lett 4:3743–3745
Ohba Y, Takatsuji M, Nakahara K, Fujioka H, Kita Y (2009) Chem Eur J 15:3526–3537
Shiina I, Kubota M, Ibuka R (2002) Tetrahedron Lett 43:7535–7539
Shiina I, Oshiumi H, Hashizume M, Yamai Y-S, Ibuka R (2004) Tetrahedron Lett 45:543–547
Shiina I, Kubota M, Oshiumi H, Hashizume M (2004) J Org Chem 69:1822–1830
Rychnovsky SD, Hu YQ, Ellsworth B (1998) Tetrahedron Lett 39:7271–7274
Paterson I, Yeung KS, Watson C, Ward RA, Wallace PA (1998) Tetrahedron 54:11935–11954
Paterson I, Yeung KS (1993) Tetrahedron Lett 34:5347–5350
Hansen EC, Lee D (2005) J Am Chem Soc 127:3252–3253
Trost BM, Frederiksen MU, Rudd MT (2005) Angew Chem Int Ed 44:6630–6666
Trost BM, Machacek MR, Aponick A (2006) Acc Chem Res 39:747–760
Kinnaird JWA, Ng PY, Kubota K, Wang X, Leighton JL (2002) J Am Chem Soc 124:7920–7921
Bellemin-Laponnaz S, Gisie HÉ, LeNy J, Osborn JA (1997) Angew Chem Int Ed 36:976–978
Bellemin-Laponnaz S, Le Ny JP, Osborn JA (2000) Tetrahedron Lett 41:1549–1552
Narayanan BA, Bunnelle WH (1987) Tetrahedron Lett 28:6261–6264
Hayashi Y, Mukaiyama T (1987) Chem Lett 1987:1811–1814
Yu B, Jiang T, Li J, Su Y, Pan X, She X (2009) Org Lett 11:3442–3445
Tu W, Liu L, Floreancig PE (2008) Angew Chem Int Ed 47:4184–4187
Amans D, Bellosta V, Cossy J (2007) Org Lett 9:4761–4764
Inoue H, Higashiura K (1980) Chem Commun 1980:549–550
Chow KY-K, Bode JW (2004) J Am Chem Soc 126:8126–8127
Reynolds NT, Read de Alaniz J, Rovis TJ (2004) Am Chem Soc 126:9518–9519
Maki BE, Chan A, Phillips EM, Scheidt KA (2006) Org Lett 9:371–374
Maki BE, Scheidt KA (2008) Org Lett 10:4331–4334
Wang L, Thai K, Gravel M (2009) Org Lett 11:891–893
Zeitler K, Rose CA (2009) J Org Chem 74:1759–1762
Struble JR, Bode JW (2009) Tetrahedron 65:4957–4967
Rose CA, Zeitler K (2010) Org Lett 12:4552–4555
Sung Ko S, Klein LL, Pfaff K-P, Kishi Y (1982) Tetrahedron Lett 23:4415–4418
Van Horn DE, Negishi EI (1978) J Am Chem Soc 100:2252–2254
Still WC, Gennari C (1983) Tetrahedron Lett 24:4405–4408
Ide M, Yasuda M, Nakata M (1998) Synlett 1998:936–938
Ide M, Nakata M (1999) Bull Chem Soc Jpn 72:2491–2499
Ichige T, Okano Y, Kanoh N, Nakata M (2008) J Org Chem 74:230–243
Oppolzer W, Radinov RN (1991) Tetrahedron Lett 32:5777–5780
Layton ME, Morales CA, Shair MD (2002) J Am Chem Soc 124:773–775
Ohtani I, Kusumi T, Kashman Y, Kakisawa H (1991) J Am Chem Soc 113:4092–4096
Marigo M, Wabnitz TC, Fielenbach D, Jørgensen KA (2005) Angew Chem 117:804–807
Wang B, Hansen TM, Wang T, Wu D, Weyer L, Ying L, Engler MM, Sanville M, Leitheiser C, Christmann M, Lu Y, Chen J, Zunker N, Cink RD, Ahmed F, Lee C-S, Forsyth CJ (2010) J Am Chem Soc 133:1484–1505
Houghton SR, Furst L, Boddy CN (2009) J Org Chem 74:1454–1463
Stork G, Maldonado L (1971) J Am Chem Soc 93:5286–5287
Kalir A, Balderman D (1973) Synthesis 1973:358–359
Deuchert K, Hertenstein U, Hünig S (1973) Synthesis 1973:777–779
Takahashi T, Nemoto H, Tsuji J (1983) Tetrahedron Lett 24:2005–2008
Jacobson RM, Lahm GP, Clader JW (1980) J Org Chem 45:395–405
Sarkar SD, Grimme S, Studer A (2010) J Am Chem Soc 132:1190–1191
Gaunt MJ, Jessiman AS, Orsini P, Tanner HR, Hook DF, Ley SV (2003) Org Lett 5:4819–4822
St. Laurent DR, Paquette LA (1986) J Org Chem 51:3861–3864
Kumaraswamy G, Ramakrishna D, Santhakumar K (2010) Tetrahedron Asymmetry 21:544–548
Marshall JA, Garofalo AW (1996) J Org Chem 61:8732–8738
Caussanel F, Deslongchamps P, Dory YL (2003) Org Lett 5:4799–4802
Franci X, Martina SLX, McGrady JE, Webb MR, Donald C, Taylor RJK (2003) Tetrahedron Lett 44:7735–7740
Maddess ML, Tackett MN, Watanabe H, Brennan PE, Spilling CD, Scott JS, Osborn DP, Ley SV (2007) Angew Chem Int Ed 46:591–597
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Lee, K. (2014). Stereoselective Synthesis of Tetrahydropyrans via Tandem and Organocatalytic Oxa-Conjugate Addition Reactions. In: Stereoselective Syntheses of Tetrahydropyrans. Springer Theses. Springer, Cham. https://doi.org/10.1007/978-3-319-04462-0_2
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