Total synthesis of (±)-strychnine via a [4+2]-cycloaddition/rearrangement cascade

被引：94
|
作者：
Zhang, Hongjun [1 ]
Boonsombat, Jutatip [1 ]
Padwa, Albert [1 ]
机构：
[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA
来源：
ORGANIC LETTERS | 2007年 / 9卷 / 02期
关键词：
D O I：
10.1021/ol062728b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHIC] A new strategy for the synthesis of the Strychnos alkaloid (+/-)-strychnine has been developed and is based on an intramolecular [4 + 2]-cycloaddition/rearrangement cascade of an indolyl-substituted amidofuran. The critical D-ring was assembled by an intramolecular palladium-catalyzed enolate-driven cross-coupling of an N-tethered vinyl iodide.
引用
收藏
页码：279 / 282
页数：4
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