Total Synthesis of (-)-Enigmazole A

被引：33

作者：

Ai, Yanran

Kozytska, Mariya V.

Zou, Yike

Khartulyari, Anton S.

Smith, Amos B., III ^{[1
]}

机构：

[1] Univ Penn, Dept Chem, Res Struct Matter Lab, Philadelphia, PA 19104 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 49期

基金：

美国国家卫生研究院;

关键词：

MULTICOMPONENT LINCHPIN COUPLINGS; ANION RELAY CHEMISTRY; STEREOCONTROLLED SYNTHESIS; OXIDATION; CONSTRUCTION; ENIGMAZOLE; EVOLUTION; ALCOHOLS; REARRANGEMENT; METATHESIS;

D O I：

10.1021/jacs.5b11540

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly convergent, stereocontrolled total synthesis of the architecturally complex marine sponge metabolite (-)-enigmazole A has been achieved. Highlights include an unprecedented late-stage large-fragment Petasis-Ferrier union/rearrangement, a multicomponent Type I Anion Relay Chemistry (ARC) tactic, and a dithiane epoxide union in conjunction with an oxazole-directed stereoselective reduction.

引用

收藏

页码：15426 / 15429

页数：4

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