Enzymatic desymmetrization of meso-1α,4α-dihydroxy- cis-decalins

[Display omitted] The stereoselective acetylation of meso-decalindiols 1 and 2 by vinyl acetate in the presence of Candida antarctica lipase gave monoester (1 R,4 S,4a R,8a S)- 5 and (1 R,4 S,4a R,8a S)- 6 in high enantiomeric excess (ee ⩾98%). The hydrolysis of the corresponding meso-diacetates 3 a...

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Bibliographic Details
Published inTetrahedron: asymmetry Vol. 15; no. 22; pp. 3587 - 3590
Main Authors Chênevert, Robert, Courchesne, Gabriel, Jacques, Frédéric
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 15.11.2004
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Summary:[Display omitted] The stereoselective acetylation of meso-decalindiols 1 and 2 by vinyl acetate in the presence of Candida antarctica lipase gave monoester (1 R,4 S,4a R,8a S)- 5 and (1 R,4 S,4a R,8a S)- 6 in high enantiomeric excess (ee ⩾98%). The hydrolysis of the corresponding meso-diacetates 3 and 4 in the presence of porcine liver esterase in phosphate buffer provided the opposite enantiomers.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2004.10.004