4.4 Article

An unusual reversal of stereoselectivity in a boron mediated aldol reaction:: Enantioselective synthesis of the C1-C6 segment of the epothilones

Journal

TETRAHEDRON
Volume 56, Issue 40, Pages 7859-7868

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(00)00708-0

Keywords

epothilones; aldol reaction; enantioselectivity

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Enantioselective syntheses of differentially protected C-1-C-6 fragments, (3S)-3-hydroxy-4,4-dimethyl-5-oxoheptanoic acid 4, (5S)-7-[1,1-bis(mechylethyl)-2-methyl-1 -silapropoxy]-5-hydroxy-4,4-dimethylheptan-3-one 5 and (4S)-2-(2,2-dimethyl-1,3-dioxan-4-yl)-2-methylpentan-3-one 23, common to both epothilones A and B, are reported. (C) 2000 Elsevier Science Ltd. All rights reserved.

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