Total Synthesis of (+)-Scholarisine A

被引：82

作者：

Adams, Gregory L.

Carroll, Patrick J.

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 | 2012年 / 134卷 / 09期

基金：

美国国家卫生研究院;

关键词：

PROTECTED INDOLE NITROGEN; CHEMOENZYMATIC APPROACH; AKUAMMILINE ALKALOIDS; ENANTIOSELECTIVE SYNTHESIS; SELECTIVE OXIDATION; ALSTONIA-SCHOLARIS; CONVENIENT; ECHITAMINE; PICRALINE; OXIDANT;

D O I：

10.1021/ja211840k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An effective total synthesis and assignment of the absolute configuration of the architecturally challenging compound (+)-scholarisine A has been achieved via a 20-step sequence. Highlights include a reductive cyclization involving a nitrile and an epoxide, a modified Fischer indole protocol, a late-stage oxidative lactonization, and an intramolecular cyclization leading to the indolenine ring system of (+)-scholarisine A.

引用

收藏

页码：4037 / 4040

页数：4

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