Tetrahedron letters

Stereoselective dehalogenation of (Z)-1-halo-1-alkenyldialkylborane with tributyltin hydride: The behavior of tributyltin hydride as a hydride donor

M Hoshi, K Takahata, A Arase

Index: Hoshi, Masayuki; Takahata, Kimitomo; Arase, Akira Tetrahedron Letters, 1997 , vol. 38, # 3 p. 453 - 456

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Citation Number: 7

Abstract

The reaction of (Z)-1-halo-1-alkenyldialkylborane (1) with tributyltin hydride (n-Bu3SnH) at 0° C or room temperature results in reductive removal of the halogen atom to afford (E)-or (Z)- 1-alkenyldialkylborane whose stereochemistry depends on the dialkylboryl group and the alkenyl group of 1.

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