Synthesis of the acutumine spirocycle via a radical-polar crossover reaction

被引：44

作者：

Li, Fang ^{[1
]}

Castle, Steven L. ^{[1
]}

机构：

[1] Brigham Young Univ, Dept Chem & Biochem, Provo, UT 84602 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 20期

关键词：

D O I：

10.1021/ol701757f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new radical-polar crossover reaction was developed that consists of intramolecular conjugate addition of an aryl radical followed by enolate formation and hydroxylation. A C-C bond, a C-O bond, and two congested stereocenters are created in the process. The product is obtained as a single isomer. The method was used to synthesize the spirocyclic subunit of the alkaloid acutumine.

引用

页码：4033 / 4036

页数：4

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