Total Synthesis of (-)-Strempeliopine

被引：19

作者：

Zeng, Xianhuang ^{[1
,2
]}

Boger, Dale L. ^{[1
,2
]}

机构：

[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2021年 / 143卷 / 31期

关键词：

ASYMMETRIC-SYNTHESIS; REVISED STRUCTURE; GENERAL-METHODS; ALKALOIDS; RADICALS; CYCLIZATION;

D O I：

10.1021/jacs.1c06913

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A total synthesis of (-)-strempeliopine is disclosed that enlists a powerful SmI2-mediated and BF3 center dot OEt2-initiated dearomative transannular radical cyclization onto an indole by an N-acyl alpha-aminoalkyl radical that is derived by single electron reduction of an in situ generated iminium ion for formation of a quaternary center and the strategic C19-C2 bond in its core structure.

引用

页码：12412 / 12417

页数：6

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