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光学活性呋喃呋喃和二芳基丁烷木脂素的合成研究。

Synthetic studies on optically active furofuran and diarylbutane lignans.

作者信息

Mori Naoki

机构信息

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

出版信息

Biosci Biotechnol Biochem. 2018 Jan;82(1):1-8. doi: 10.1080/09168451.2017.1407235. Epub 2017 Dec 6.

Abstract

Lignans are a large class of naturally occurring secondary metabolites which are widely spread within the plant kingdom. Their diverse structures and variety of biological activities have fascinated organic chemists. For synthesizing optically active lignans, we have developed the novel asymmetric dimerization of cinnamic acid derivatives, and applied it to the enantioselective syntheses of furofuran lignans (yangambin, sesamin, eudesmin, caruilignan A) and diarylbutane lignans (sauriols A and B). This review summarizes the methodology of our asymmetric dimerization of cinnamic acid derivatives, and efficient total syntheses of furofuran and diarylbutane lignans reported by our and other groups.

摘要

木脂素是一大类天然存在的次生代谢产物,广泛分布于植物界。它们多样的结构和多种生物活性吸引了有机化学家。为了合成光学活性木脂素,我们开发了肉桂酸衍生物的新型不对称二聚反应,并将其应用于呋喃呋喃木脂素(洋橄榄苦苷、芝麻素、紫花前胡苷、卡里木脂素A)和二芳基丁烷木脂素(索里醇A和B)的对映选择性合成。本综述总结了我们肉桂酸衍生物不对称二聚反应的方法,以及我们团队和其他团队报道的呋喃呋喃和二芳基丁烷木脂素的高效全合成。

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