Tellurium in organic synthesis. Preparation of Z-vinylic cuprates from Z-vinylic tellurides and their reaction with enones and epoxides

…, A Chieffi, JV Comasseto, JP Marino

Index: Tucci, Fabio C.; Chieffi, Andre; Comasseto, Joao V.; Marino, Joseph P. Journal of Organic Chemistry, 1996 , vol. 61, # 15 p. 4975 - 4989

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Citation Number: 120

Abstract

Z-Vinylic tellurides, obtained with 100% stereoselectivity by the hydrotelluration of acetylenes, are easily transformed into Z-vinylic higher order cyanocuprates by reaction with preformed Me2Cu (CN) Li2, n-Bu2Cu (CN) Li2, or n-Bu (2-Th) Cu (CN) Li2, with total retention of the double-bond configuration. The resulting vinylic higher order cyanocuprates react with unhindered enones to give the corresponding 1, 4-addition products in good ...