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Synlett 1995; 1995(2): 214-216
DOI: 10.1055/s-1995-4894
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1,5-Induction in Reactions between (5-Benzylthiopent-2-enyl)stannanes and Aldehydes promoted by Lewis Acids

Steven J. Stanway, Eric J. Thomas*
  • *Department of Chemistry, The University of Manchester, Manchester, M13 9PL, UK
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Publication Date:
31 December 2000 (online)

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The (5-benzylthiopent-2-enyl)stannane 3 after transmetallation with tin(IV) bromide or chloride generates an intermediate allyltin trihalide which reacts with aldehydes with useful levels of 1,5-asymmetric induction.

allylstannane - stereocontrol - sulphide - alcohol - aldehyde