1,6-脱水-2,3-二脱氧-beta-d-erythro-2-己烯并吡喃合成路线 (共 12 条)
反应条件
CuCN in tetrahydrofuran; diethyl ether
T=-78 - -20°C; 3 h;
参考文献
Krohn, Karsten; Gehle, Dietmar; Floerke, Ulrich
European Journal of Organic Chemistry, 2005 , # 21 p. 4557 - 4562
反应条件
1: chlorobenzene / 4 h / Heating
2: aq. NaOH / 3 h / Heating
View Scheme
参考文献
Marcaurelle; Bertozzi
Journal of the American Chemical Society, 2001 , vol. 123, # 8 p. 1587 - 1595
反应条件
pyridine; dihydrogen peroxide
T=-20 - 20°C; 4 h;
参考文献
Witczak, Zbigniew J.; Kaplon, Peter; Kolodziej, Mark
Journal of Carbohydrate Chemistry, 2002 , vol. 21, # 1-2 p. 143 - 148
反应条件
methanol; sodium
0.75 h; Ambient temperature;
参考文献
Rao, B. Venkateswara; Chan, J. B.; Moskowitz, N.; Fraser-Reid, B.
Bulletin de la Societe Chimique de France, 1993 , vol. 130, # 3 p. 428 - 432
反应条件
copper(II) sulfate in tetrahydrofuran
6 h; Heating;
参考文献
Lauer, Gilbert; Oberdorfer, Franz
Angewandte Chemie, 1993 , vol. 105, # 2 p. 271 - 272
反应条件
sodium hydroxide
3 h; Heating;
参考文献
Marcaurelle; Bertozzi
Journal of the American Chemical Society, 2001 , vol. 123, # 8 p. 1587 - 1595
反应条件
1: 92 percent / triethylamine; DMAP / CH2Cl2 / 2 h / 20 °C
2: 22 percent / CuCN / diethyl ether; tetrahydrofuran / 3 h / -78 - -20 °C
View Scheme
参考文献
Krohn, Karsten; Gehle, Dietmar; Floerke, Ulrich
European Journal of Organic Chemistry, 2005 , # 21 p. 4557 - 4562
反应条件
4 A molecular sieve; copper(II) sulfate in tetrahydrofuran
Cyclization; 6 h; Heating;
参考文献
Witczak, Zbigniew J.; Chen, Hong; Kaplon, Peter
Tetrahedron Asymmetry, 2000 , vol. 11, # 2 p. 519 - 532
反应条件
1: aq. CuSO4; Zn; NaOAc / acetic acid / 2 h / 20 °C
2: Et3N / H2O; methanol / 8 h / 20 °C
3: CuSO4; 4 Angstroem sieves / tetrahydrofuran / 6 h / Heating
View Scheme
参考文献
Witczak, Zbigniew J.; Chen, Hong; Kaplon, Peter
Tetrahedron Asymmetry, 2000 , vol. 11, # 2 p. 519 - 532
反应条件
1: 94 percent / n-Bu3P / tetrahydrofuran / 0.5 h / 20 °C
2: 89 percent / aq. H2O2; pyridine / 4 h / -20 - 20 °C
View Scheme
参考文献
Witczak, Zbigniew J.; Kaplon, Peter; Kolodziej, Mark
Journal of Carbohydrate Chemistry, 2002 , vol. 21, # 1-2 p. 143 - 148