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利用胡萝卜根高效进行酮的对映选择性还原。

Efficient enantioselective reduction of ketones with Daucus carota root.

作者信息

Yadav J S, Nanda S, Reddy P Thirupathi, Rao A Bhaskar

机构信息

Organic Division, Indian Institute of Chemical Technology, Hyderabad-500007, India.

出版信息

J Org Chem. 2002 May 31;67(11):3900-3. doi: 10.1021/jo010399p.

Abstract

A novel and efficient reduction of various prochiral ketones such as acetopehones, alpha-azido aryl ketones, beta-ketoesters, and aliphatic acyclic and cyclic ketones to the corresponding optically acive secondary alcohols with moderate to excellent chemical yield was achieved by using Daucus carota, root plant cells under extremely mild and environmentally benign conditions in aqueous medium, has been described. Many of these optically active alcohols are the potential chiral building blocks for the synthesis of pharmaceutically important molecules and asymmetric chiral ligands. Hence, this biocatalytic approach is found to be the most suitable for the preparation of a wide range of chiral alcohols and gave inspiration for the development of a new biotechnological process.

摘要

通过在水介质中极其温和且环境友好的条件下使用胡萝卜根植物细胞,已实现了将各种前手性酮(如苯乙酮、α-叠氮芳基酮、β-酮酯以及脂肪族无环和环状酮)新颖且高效地还原为相应的光学活性仲醇,化学产率适中至优异。许多这些光学活性醇是合成药学上重要分子和不对称手性配体的潜在手性构建单元。因此,发现这种生物催化方法最适合制备多种手性醇,并为开发新的生物技术工艺提供了灵感。

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