. alpha.,. beta.-Unsaturated acyl cyanides. 6. Self-condensation and conjugate addition of allyl-, allenyl-, propargyl-, and alkynyltrimethylsilanes

M Santelli, D El Abed, A Jellal

Index: Santelli, Maurice; Abed, Douniazad El; Jellal, Abdelkebir Journal of Organic Chemistry, 1986 , vol. 51, # 8 p. 1199 - 1206

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Citation Number: 36

Abstract

These base-induced reactions demonstrate that, on one hand, a,@-unsaturated acyl cyanides are very easily enolized and, on the other hand, they are extremely good acceptors for nucleophilic additions. In keeping with these observations, an attempt to add enamines such as 1-pyrrolidinocyclohexene to IC resulted once again in the formation of lactones 5c and 6c as major products. Thus, it appears that neutral nucleophilic reagents need to be ...