Synthesis

Water as a proton source in regio-and chemoselective stannylcupration of alkynes and enynes

JF Betzer, A Pancrazi

Index: Betzer, Jean-Francois; Pancrazi, Ange Synthesis, 1999 , # 4 p. 629 - 634

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Citation Number: 13

Abstract

Abstract: Stannylcupration of silylated alkynes or enynes does not proceed under classic conditions, but in the presence of methanol as a proton source the silyl group was removed and stannylation takes place. In order to preserve the silylated alkyne function, stannylcuprations of methyl-substituted alkyne 5 or enynes 12 and 16 were carried out in a competitive reaction in the presence of water in the cuprate solution. High yields and total ...

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