恶唑硼烷催化α-亚甲基酮对映选择性还原为烯丙醇。
Oxazaborolidine-catalyzed enantioselective reduction of alpha-methylene ketones to allylic alcohols.
作者信息
Matsuo Jun-ichi, Kozai Takaaki, Nishikawa Osamu, Hattori Yu, Ishibashi Hiroyuki
机构信息
Division of Pharmaceutical Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma machi, Kanazawa 920-1192, Japan.
出版信息
J Org Chem. 2008 Sep 5;73(17):6902-4. doi: 10.1021/jo8011013. Epub 2008 Aug 7.
Oxazaborolidine-catalyzed enantioselective reduction of alpha-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.
通过使用硼烷-二乙胺作为化学计量的还原剂，有效地实现了恶唑硼烷催化的α-亚甲基酮的对映选择性还原。该方法与随后对由此形成的烯丙醇进行氢化相结合，提高了将24-氧代胆固醇酯还原为24-(R)-羟基胆固醇酯的立体选择性。
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