(1S,2S,3R,5S)-(+)-2,3-蒎烷二醇合成路线 （共 41 条）
反应条件
in diethyl ether T=20°C; 3 h;
参考文献
Shreder, Kevin R.; Wong, Melissa S.; Corral, Sergio; Yu, Zhizhou; Winn, David T.; Wu, Min; Hu, Yi; Nomanbhoy, Tyzoon; Alemayehu, Senaiet; Fuller, Stacy R.; Rosenblum, Jonathan S.; Kozarich, John W.
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 19 p. 4256 - 4260
反应条件
in diethyl ether; acetonitrile room temp., 1 h;
参考文献
Brown, Herbert C.; Rangaishenvi, Milind V.
Journal of Organometallic Chemistry, 1988 , vol. 358, p. 15 - 30
反应条件
in pentane 25°C, 0.25 h;
参考文献
Brown, Herbert C.; Rangaishenvi, Milind V.
Journal of Organometallic Chemistry, 1988 , vol. 358, p. 15 - 30
反应条件
in chloroform-d1 T=20°C; 764 h; Title compound not separated from byproducts.;
参考文献
Roy, Chandra D.; Brown, Herbert C.
Monatshefte fur Chemie, 2007 , vol. 138, # 9 p. 879 - 887
反应条件
1: 4-bromo-but-1-ene With benzo[1,3,2]dioxaborole T=110°C; Substitution; 18 h; 2: (1S,2S,3R,5S)-(+)-Pinanediol in tetrahydrofuran T=20°C; Substitution; 24 h;
参考文献
Von Matt, Anette; Ehrhardt, Claus; Burkhard, Peter; Metternich, Rainer; Walkinshaw, Malcolm; Tapparelli, Carlo
Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 9 p. 2291 - 2303
反应条件
in chloroform-d1 T=20°C; 2.5 h; Title compound not separated from byproducts.;
参考文献
Roy, Chandra D.; Brown, Herbert C.
Monatshefte fur Chemie, 2007 , vol. 138, # 9 p. 879 - 887
反应条件
SBA-15 supported zirconium in toluene T=110°C; Pinacol rearrangement; 1.5 h;
参考文献
Chen, Shih-Yuan; Lee, Jyh-Fu; Cheng, Soofin
Journal of Catalysis, 2010 , vol. 270, # 1 p. 196 - 205
反应条件
n-butyllithium in diethyl ether
T=20°C; 1.5 h;
参考文献
Millennium Pharmaceuticals, Inc.
Patent: US2011/245203 A1, 2011 ;
Location in patent: Page/Page column 28 ;
US 20110245203 A1
反应条件
1: boric acid trimethyl ester; dichloromethane With n-butyllithium in tetrahydrofuran
T=-78°C; 0.75 h; Inert atmosphere;
2: (1S,2S,3R,5S)-(+)-Pinanediol in tetrahydrofuran
T=20°C;
参考文献
Stein, Martin L.; Cui, Haissi; Beck, Philipp; Dubiella, Christian; Voss, Constantin; Krueger, Achim; Schmidt, Boris; Groll, Michael
Angewandte Chemie - International Edition, 2014 , vol. 53, # 6 p. 1679 - 1683
Angew. Chem., 2014 , vol. 126, # 6 p. 1705 - 1709,5
参考文献
Venkatraman, Srikanth; Wu, Wanli; Prongay, Andrew; Girijavallabhan, Viyyoor; George Njoroge
Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 1 p. 180 - 183
