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

被引：43
|
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
收藏
页码：4033 / 4036
页数：4
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