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化学学报
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化学学报 ›› 1982, Vol. 40 ›› Issue (7): 666-669. 上一篇    下一篇

研究简报

对称二酮类化合物的微生物不对称还原——Ⅱ.2-烷基-2-(3’-乙二醇缩酮丁基)-1,3-环戊二酮的不对称还原

周维善, 庄治平, 王锤麒   

  1. 中国科学院上海有机化学研究所
  • 投稿日期:1980-12-31 发布日期:2013-06-03
  • 通讯作者: 周维善

ASYMMETRICAL REDUCTION OF THE SYMMETRICAL DIKETONES BY MICRO-ORGANISM——Ⅱ. ASYMMETRICAL REDUCTION OF 2-ALKYL-2-(3’-ETHYLENEGLYCOL KETAL-BUTYL)-1, 3-CYCLOPENTANEDIONE

ZHOU WEI-SHAN, ZHUANG ZI-PIN, WANG ZHONG-QI   

  1. Shanghai Institute of Organic Chemistry, Academia Sinica
  • Received:1980-12-31 Published:2013-06-03

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光学活性的1-β-羟基-2-烷基-2-(3'-羰基丁基)-3-环戊酮(2)(R=CH3,C2H5)以及2的合环化合物7是全合成甾族的一个重要中间体。2可以由2-烷基-2-(3'羰基丁基)-1,3-环戊二酮(1)(R=CH3,C2H5)经微生物不对称还原而得。但化合物l在微生物不对称还原时,不可避免地产生一定量的消旋双环化合物8(R=CH3,C2H5)。

The C3-ethyleneglycolketal-butyl compounds3(R=CH3,C2H5) obtained from selective protection of symmetrical triketones 1 (R=CH3,C2H5) with ethylene glycol were asymmetrically reduced to the optically active hydrogy-compouds 4 (R=CH3,C2H5) by Saccharomyces cerewisiae (2.346).The strnctnre and configuration of compounds 4(R=CH3,C2H5)were established by converting them into the known compound 7 (R=CH3,C2H5).