Tetrahedron

Dimerization of (e)-2-benzenesulfonyl-1, 3-alkadienes the benzenesulfonyl group exerts acyclic stereocontrol

HMR Hoffmann, A Weichert, AMZ Slawin, DJ Williams

Index: Hoffmann, H. Martin R.; Weichert, Andreas; Slawin, Alexandra M. Z.; Williams, D. J. Tetrahedron, 1990 , vol. 46, # 16 p. 5591 - 5602

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Citation Number: 26

Abstract

Mild dehydration of 2-benzenesulfonyl allylic alcohols 8 afforded a series of (E)-2- benzenesulfonyl-1, 3-alkadienes 1 which dimerized to functionalized vinylcyclohexenes 3 in regio-and stereodefined manner. The configuration at C-3 in 3e was determined by X-ray crystallography.