The Journal of Organic Chemistry

Nonstabilized imidate ylides by the desilylation method: a route to the pyrrolizidine alkaloids retronecine and indicine

E Vedejs, S Larsen, FG West

文献索引：Vedejs, Edwin; Larsen, Scott; West, Frederick G. Journal of Organic Chemistry, 1985 , vol. 50, # 12 p. 2170 - 2174

全文：HTML全文

被引用次数: 76

摘要

Imidate ylides, members of the azomethine ylide family, are generated by desilylation of N- [(trimethylsilyl) methyl] imidate salts with CsF. This technique is used to prepare monoprotected retronecine 16 starting from butyrolactam. The route is improved over that described in our 1980 communication, in particular in the conversion of enamine ester 8a into selenides 13 via selective 1, 4 reduction with Dibal and in situ selenylation of the ...