(3S,6S)-3,6-辛二醇合成路线 （共 12 条）
反应条件
1: 1.) SOCl2, 2.) RuCl3*3H2O, NaIO4 / 1.) CCl4, reflux, 1.5 h, 2.) CCl4, CH3CN, H2O, 25 deg C, 1 h 2: 1.) n-BuLi, 3.) n-BuLi View Scheme
参考文献
Burk, Mark J.; Feaster, John E.; Nugent, William A.; Harlow, Richard L.
Journal of the American Chemical Society, 1993 , vol. 115, # 22 p. 10125 - 10138
反应条件
hydrogen; palladium on activated charcoal in ethanol
P=38000 Torr; 2 h;
参考文献
Bach, Jordi; Berenguer, Ramon; Garcia, Jordi; Lopez, Marta; Manzanal, Judith; Vilarrasa, Jaume
Tetrahedron, 1998 , vol. 54, # 49 p. 14947 - 14962
反应条件
dimethylsulfide borane complex; (S)-B-methyl-4,5,5-triphenyl-1,3,2-oxazaborolidine in tetrahydrofuran
T=0°C; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Bach, Jordi; Berenguer, Ramon; Garcia, Jordi; Loscertales, Teresa; Manzanal, Judith; Vilarrasa, Jaume
Tetrahedron Letters, 1997 , vol. 38, # 6 p. 1091 - 1094
反应条件
1: 60 percent / Br2 / acetone; H2O / -20 - 20 °C
2: BH3*SMe2, (R)-B-methyl-4,5,5-triphenyl-1,3,2-oxazaborolidine / tetrahydrofuran / 0 °C
3: H2 / Pd/C / ethanol / 2 h / 38000 Torr
View Scheme
参考文献
Bach, Jordi; Berenguer, Ramon; Garcia, Jordi; Lopez, Marta; Manzanal, Judith; Vilarrasa, Jaume
Tetrahedron, 1998 , vol. 54, # 49 p. 14947 - 14962
反应条件
1: BH3*SMe2, (R)-B-methyl-4,5,5-triphenyl-1,3,2-oxazaborolidine / tetrahydrofuran / 0 °C
2: H2 / Pd/C / ethanol / 2 h / 38000 Torr
View Scheme
参考文献
Bach, Jordi; Berenguer, Ramon; Garcia, Jordi; Lopez, Marta; Manzanal, Judith; Vilarrasa, Jaume
Tetrahedron, 1998 , vol. 54, # 49 p. 14947 - 14962
反应条件
1: NaBH4 / ethanol
2: H2 / Pt/C / methanol
View Scheme
参考文献
Bach, Jordi; Berenguer, Ramon; Garcia, Jordi; Loscertales, Teresa; Manzanal, Judith; Vilarrasa, Jaume
Tetrahedron Letters, 1997 , vol. 38, # 6 p. 1091 - 1094
反应条件
sodium methylate in methanol
T=0°C; electrochemical coupling, pH 5.38;
参考文献
Burk; Feaster; Harlow
Tetrahedron Asymmetry, 1991 , vol. 2, # 7 p. 569 - 592
反应条件
1: Jones reagent
2: BH3*SMe2 / (S)-B-methyl-4,5,5-triphenyl-1,3,2-oxazaborolidine / tetrahydrofuran / 0 °C
3: H2 / Pt/C / methanol
View Scheme
参考文献
Bach, Jordi; Berenguer, Ramon; Garcia, Jordi; Loscertales, Teresa; Manzanal, Judith; Vilarrasa, Jaume
Tetrahedron Letters, 1997 , vol. 38, # 6 p. 1091 - 1094
反应条件
hydrogen; platinum on activated charcoal in methanol
Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Bach, Jordi; Berenguer, Ramon; Garcia, Jordi; Loscertales, Teresa; Manzanal, Judith; Vilarrasa, Jaume
Tetrahedron Letters, 1997 , vol. 38, # 6 p. 1091 - 1094
反应条件
hydrogen; platinum on activated charcoal in methanol
Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Bach, Jordi; Berenguer, Ramon; Garcia, Jordi; Loscertales, Teresa; Manzanal, Judith; Vilarrasa, Jaume
Tetrahedron Letters, 1997 , vol. 38, # 6 p. 1091 - 1094
