Journal of the American Chemical Society

Tandem nucleophilic addition/fragmentation reactions and synthetic versatility of vinylogous acyl triflates

S Kamijo, GB Dudley

Index: Kamijo, Shin; Dudley, Gregory B. Journal of the American Chemical Society, 2006 , vol. 128, # 19 p. 6499 - 6507

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Citation Number: 58

Abstract

A thorough analysis of the chemistry of vinylogous acyl triflates provides insight into important chemical processes and opens new directions in synthetic technology. Tandem nucleophilic addition/CC bond cleaving fragmentation reactions of cyclic vinylogous acyl triflates 1 yield a variety of acyclic acetylenic compounds. Full details are disclosed herein. A wide array of nucleophiles, such as organolithium and Grignard reagents, lithium enolates ...