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通过分子内 Diels-Alder 反应简洁地对映选择性合成酒石内酯。

Concise enantioselective synthesis of wine lactone via intramolecular Diels-Alder reaction.

机构信息

Department of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Tokyo, Japan.

Technical Research Institute, R&D Center, T. Hasegawa Co., Ltd., Kawasaki, Kanagawa, Japan.

出版信息

Biosci Biotechnol Biochem. 2021 May 25;85(6):1390-1394. doi: 10.1093/bbb/zbab045.

Abstract

An enantioselective synthesis of (3S,3aS,7aR)-wine lactone, a major aroma component of white wine and citrus juices, was achieved starting from (S)-2-methyl-3-butenoic acid. An intramolecular Diels-Alder reaction was employed as a key step.

摘要

(S)-2-甲基-3-丁烯酸为起始原料,通过分子内 Diels-Alder 反应作为关键步骤,实现了(3S,3aS,7aR)-酒石酸内酯的对映选择性合成,(3S,3aS,7aR)-酒石酸内酯是白葡萄酒和柑橘汁的主要香气成分。

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