Tetrahedron Letters

Coupling of chiral 1-bromo-1, 2-dienes with zinc-based cuprates: a new procedure for the regio and stereoselective synthesis of functionalized acetylenic compounds

AM Caporusso, S Filippi, F Barontini, P Salvadori

Index: Caporusso, Anna Maria; Filippi, Sara; Barontini, Federica; Salvadori, Piero Tetrahedron Letters, 2000 , vol. 41, # 8 p. 1227 - 1230

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Citation Number: 23

Abstract

Zinc alkylcyanocuprates (Knochel reagents) are found to be active in the cross-coupling reaction with allenic bromides affording acetylenic products with a high regio and stereoselective 1, 3-anti substitution. The coupling process, which has been successfully extended to functionalized cuprates, can also be performed with alkylzinc chlorides in the presence of catalytic amounts of cuprous salts.

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