Tetrahedron

Palladium-catalyzed diastereoselective syntheses of (E)-1-trimethylsilyl-2-alkenes,(E)-1-trimethylsilyl-1-alken-3-ynes,(1E, 5E)-1-trimethylsilyl-1, 5-alkadien-3-ynes,(1E, …

BP Andreini, A Carpita, R Rossi, B Scamuzzi

Index: Andreini, Bianca Patrizia; Carpita, Adriano; Rossi, Renzo; Scamuzzi, Barbara Tetrahedron, 1989 , vol. 45, # 17 p. 5621 - 5640

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Citation Number: 39

Abstract

On the basis of our observation that (E)-1-bromo-1-alkenes undergo preferentially stereospecific Pd-catalyzed cross-couplings with a variety of organometallics, in the presence of the corresponding (Z)-stereoisomers, efficient and convenient diastereoselective procedures have been developed to prepare nearly stereoisomerically pure (E)-1-trimethylsilyl-2-alkenes (4),(E)-1-trimethylsilyl-1-alken-3-ynes (5),(1E, 5E)-1- ...