Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Organic and Biological
Asymmetric Transformation of Enones with Synechococcus sp. PCC 7942
Kei ShimodaNaoji KubotaHiroki HamadaShin-ya YamaneToshifumi Hirata
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2004 Volume 77 Issue 12 Pages 2269-2272

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Abstract

Asymmetric transformation of enones was investigated with cultured cells of Synechococcus sp. PCC 7942 (a cyanobacterium). The cells reduced both the endocyclic C–C double bond of s-trans enones and the exocyclic C–C double bond of s-cis enones with high enantioselectivity to afford optically active α-substituted (S)-ketones under illumination. In addition, the reduction of the double bond of these enones was accompanied by the formation of saturated alcohols. The cells preferentially reduced simple aliphatic ketones rather than cyclic ones to the corresponding (S)-alcohols with excellent enantioselectivity.

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© 2004 The Chemical Society of Japan
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