Efficient construction of stereodefined alpha-alkylidene aza-cycloketones via beta-amino-alkenyllithium: straightforward and protection-free synthesis of allopumiliotoxin 267A.
Intramolecular nucleophilic acyl substitution of highly functionalized beta-amino-alkenyllithium species provided facile access to alpha-alkylidene aza-cycloketones with defined olefin geometry and rich structural diversity. A concise total synthesis of allopumiliotoxin 267A has been accomplished in 5 steps from 4 featuring this key transformation.
Wang
Bing
B
Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China. wangbing@fudan.edu.cn
Zhong
Zheng
Z
Lin
Guo-Qiang
GQ