The Deracemization of Secondary Alcohols via a Chemo-Enzymatic Process

Xiaomei      Wu; Jiaying      Xin; Limin      Zhu; Chris      Branford-white; Wei      Sun; Jianhe      Xu; Chungu      Xia

doi:10.2174/157017808786857516

Abstract

Optically pure secondary alcohols were efficiently prepared via a two-step, one-pot process involving a chemical oxidative agent in combination with an enantioselective ketone reducase Rhodotorula sp. AS2.2241 in tandem. The reaction proceeded successfully with 88∼99.5% enantiomeric excess in moderate to good conversions. A variety of substrates, including aromatic and aliphatic alcohols, could be tolerated.

Keywords: Deracemization, oxidative agent, Rhodotorula sp. AS2.2241, chemo-enzymatic, one-pot, secondary alcohols

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Letters in Organic Chemistry

Title: The Deracemization of Secondary Alcohols via a Chemo-Enzymatic Process

Volume: 5 Issue: 8

Author(s): Xiaomei Wu, Jiaying Xin, Limin Zhu, Chris Branford-white, Wei Sun, Jianhe Xu and Chungu Xia

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Keywords: Deracemization, oxidative agent, Rhodotorula sp. AS2.2241, chemo-enzymatic, one-pot, secondary alcohols

Abstract: Optically pure secondary alcohols were efficiently prepared via a two-step, one-pot process involving a chemical oxidative agent in combination with an enantioselective ketone reducase Rhodotorula sp. AS2.2241 in tandem. The reaction proceeded successfully with 88∼99.5% enantiomeric excess in moderate to good conversions. A variety of substrates, including aromatic and aliphatic alcohols, could be tolerated.

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Wu Xiaomei, Xin Jiaying, Zhu Limin, Branford-white Chris, Sun Wei, Xu Jianhe and Xia Chungu, The Deracemization of Secondary Alcohols via a Chemo-Enzymatic Process, Letters in Organic Chemistry 2008; 5 (8) . https://dx.doi.org/10.2174/157017808786857516