Synthesis of (±)-3H-epivincamine via a Rh(II)-triggered cyclization/cycloaddition cascade

被引:52
作者
England, Dylan B. [1 ]
Padwa, Albert [1 ]
机构
[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA
关键词
D O I
10.1021/ol071173x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A synthesis of (+/-)-3H-epivincamine is reported. Important steps include (1) a Rh(II)-catalyzed intramolecular [3+2]-cycloaddition of an alpha-diazo indolo amide, (2) a reductive ring opening of the cycloadduct, (3) a decarboethoxylation reaction, and (4) a base-induced keto-amide ring contraction.
引用
收藏
页码:3249 / 3252
页数:4
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