Oxazaborolidine-catalyzed enantioselective reduction of α-methylene ketones to allylic alcohols

被引:14
|
作者
Matsuo, Jun-ichi [1 ]
Kozai, Takaaki [1 ]
Nishikawa, Osamu [1 ]
Hattori, Yu [1 ]
Ishibashi, Hiroyuki [1 ]
机构
[1] Kanazawa Univ, Grad Sch Nat Sci & Technol, Div Pharmaceut Sci, Kanazawa, Ishikawa 9201192, Japan
来源
JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 17期
关键词
D O I
10.1021/jo8011013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxazaborolidine-catalyzed enantioselective reduction of a-methylene ketones was efficiently carried out by using borane-diethylaniline as a stoichiometric reducing agent. The combination of this method and subsequent hydrogenation of thus-formed allylic alcohol improved stereoselectivity in the reduction of 24-oxocholesteryl ester to 24-(R)-hydroxycholesteryl ester.
引用
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页码:6902 / 6904
页数:3
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