Asymmetric Total Synthesis of (+)-Majusculoic Acid via a Dimerization-Dedimerization Strategy and Absolute Configuration Assignment

被引：18

作者：

Chen, Renzhi

Li, Linbin

Lin, Na

Zhou, Rong

Hua, Yuhui

Deng, Hejun

Zhang, Yandong ^{[1
]}

机构：

[1] Xiamen Univ, Dept Chem, Coll Chem & Chem Engn, Xiamen 361005, Fujian, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 05期

关键词：

CONTAINING NATURAL-PRODUCTS; FATTY-ACIDS; MARINE CYANOBACTERIUM; CONFORMATION DESIGN; METATHESIS REACTION; OLEFIN METATHESIS; SPONGE; RINGS;

D O I：

10.1021/acs.orglett.8b00349

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of (+)-majusculoic acid, the enantiomer of naturally occurring antifungal cyclopropane fatty acid (-)-majusculoic acid, was accomplished in 13 steps, leading to the assignment of the absolute configuration of the natural product. The synthesis featured a ring closing metathesis dimerization, a conformationally controlled cyclopropanation, a dedimerization, and a bromoolefination.

引用

页码：1477 / 1480

页数：4

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