(+)-厚壳桂宁A、(-)-乌药醇A、(+)-甲基乌药碱的对映选择性全合成及辅肌动蛋白E的结构重新认定

Enantioselective total syntheses of (+)-hostmanin A, (-)-linderol A, (+)-methyllinderatin and structural reassignment of adunctin E.

作者信息

Dethe Dattatraya H, Dherange Balu D

机构信息

Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur-208016, India.

出版信息

J Org Chem. 2015 May 1;80(9):4526-31. doi: 10.1021/acs.joc.5b00331. Epub 2015 Apr 17.

DOI:10.1021/acs.joc.5b00331

PMID:25860504

Abstract

A one-step protocol has been developed for the enantioselective synthesis of hexahydrodibenzofuran derivatives using a modified Friedel-Crafts reaction. The developed method was applied to the synthesis of a series of natural products including (+)-hostmanin A, (+)-methyllinderatin, and (-)-linderol A. The synthetic and spectroscopic data investigations led to the structural reassignment of natural product adunctin E, which was further confirmed by single-crystal X-ray analysis.

摘要

已开发出一种使用改良的傅克反应对六氢二苯并呋喃衍生物进行对映选择性合成的一步法方案。所开发的方法被应用于一系列天然产物的合成，包括(+)-厚壳桂宁A、(+)-甲基乌药碱和(-)-乌药醇A。合成和光谱数据研究导致了天然产物辅助素E的结构重新指派，单晶X射线分析进一步证实了这一点。