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Synlett 2000; 2000(1): 149-151
DOI: 10.1055/s-2000-6457
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Enhanced Stereoselectivity in the Catalytic Dihydroxylation of Acyclic Allylic Alcohols

Timothy J. Donohoe* , Michael J. Waring, Nicholas J. Newcombe
  • *Department of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK; E-mail: t.j.donohoe@man.ac.uk
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Publication History

Publication Date:
31 December 2000 (online)

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A series of acyclic allylic alcohols were oxidised with catalytic osmium tetroxide. Use of dichloromethane as solvent and trimethylamine-N-oxide dihydrate as the reoxidant (Poli's conditions) gave levels of stereoselectivity that were superior to those found under more conventional oxidising conditions.

osmium tetroxide - acyclic stereocontrol - triols - catalyst - oxidation