AZA-WITTIG REARRANGEMENTS AND CYCLIZATIONS BY TRANSMETALATION OF N-BENZYLAMINOMETHYLSTANNANES

被引:45
作者
COLDHAM, I
机构
[1] Department of Chemistry, University of Exeter, Exeter EX4 4QD, Stocker Road
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 12期
关键词
D O I
10.1039/p19930001275
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Transmetallation of N-allyl-N-benzylaminomethylstannanes with butyllithium or methyllithium allows carbon-carbon bond formation by a [1,2]-rearrangement. Substantial amounts of the protodestannylated product are also produced. Transmetallation of the corresponding alpha-methyl substituted allylic amine or homoallylic amine gives an overall rearrangement by cyclization onto the olefin followed by recapture of the new carbanion by tetramethyltin.
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页码:1275 / 1276
页数:2
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