Tetrahedron letters

A novel synthesis of unsaturated spiro compounds based on reactions of bifunctional organometallic reagents.

P Canonne, R Boulanger, P Angers

Index: Canonne, Persephone; Poulanger, Raynald; Angers, Paul Tetrahedron Letters, 1991 , vol. 32, # 42 p. 5861 - 5864

Full Text: HTML

Citation Number: 21

Abstract

Abstract Z-allylic dibromides regio-and stereoselectively prepared were reacted with the sodium enolate of ethyl acetoacetate or di (α-ethoxyvinyl) cuprate to yield, after hydrolysis, and decarboxylation in the case where the enolate of ethylacetoacetate was the nucleophile, the corresponding ketones. After reduction and bromination, the products were converted into the appropriate organometallic compounds and reacted with selected ...