天然苯并呋喃类化合物的合成及结构表征。

Synthesis and structural characterization of natural benzofuranoids.

机构信息

Graduate School of Life and Environmental Sciences, Kyoto Prefectural University, Sakyo-ku, Kyoto 606-8522, Japan.

出版信息

J Nat Prod. 2015 May 22;78(5):1056-66. doi: 10.1021/np5010483. Epub 2015 Apr 23.

Abstract

The synthesis of ustusoranes A, B, and E, pergillin, dihydropergillin, (±)-penicisochroman A, and (-)-brassicadiol, starting from optically active (R)-benzolactone, is described. The synthesis of ustusoranes A and E established the absolute configurations of these natural products. The synthesis of pergillin and (±)-penicisochroman A led to the structural revision of aspergiones E and F. This study clearly indicates that (R)-benzolactone is a potential intermediate in the synthesis of natural benzofuranoids.

摘要

本文描述了从光学活性 (R)-苯并内酯出发，合成 ustusoranes A、B 和 E、pergillin、二氢 pergillin、(±)-penicisochroman A 和 (-)-brassicadiol。ustusoranes A 和 E 的合成确定了这些天然产物的绝对构型。pergillin 和 (±)-penicisochroman A 的合成导致了 aspergiones E 和 F 的结构修订。这项研究清楚地表明，(R)-苯并内酯是合成天然苯并呋喃类化合物的潜在中间体。