Journal
TETRAHEDRON-ASYMMETRY
Volume 14, Issue 16, Pages 2413-2418Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0957-4166(03)00445-2
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The enzymatic kinetic resolution of a suitable hydroxylated precursor of the deoxygenated molecule 3, a key intermediate in a synthesis of the cuparane skeleton, was investigated by screening a range of lipases for enantioselective transesterification with vinyl acetate. CAL-B proved to be the best lipase, affording both enantiomers in high enantiomeric excess (>98% ee). Single-crystal X-ray diffraction analysis enabled assignment of the absolute configuration and the enantiospecificity of the tested lipases. (C) 2003 Elsevier Ltd. All rights reserved.
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