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
收藏
页码：12412 / 12417
页数：6
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