Tetrahedron letters

The Reactivity of 3-bromo-2-trimethylsilyl-1-propene towards electrophiles A short synthesis of 2-substituted-4-trimethylsilylfurans

P KnocKel, JF Normant

Index: Knochel, P.; Normant, J.F. Tetrahedron Letters, 1984 , vol. 25, # 39 p. 4383 - 4386

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Citation Number: 29

Abstract

Abstract 3-bromo-2-trimethylsilyl-1-propene 1c reacts with various electrophiles (aldehydes, a ketone, nitriles, terminal alkynes) in the presence of zinc to give functionnalized vinylsilanes. A three steps synthesis of 2-substituted-4-trimethylsilylfurans from 1c and a nitrile is described. Opening of epoxysilanes with cuprates gave an easy access to α- trimethylsilyl-alcohols.