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Synlett 1996; 1996(11): 1085-1086
DOI: 10.1055/s-1996-5696
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Enzyme-Catalyzed Enantioselective Hydrolysis of 6-Membered Cyclic Carbonates Using Water-Immiscible Co-Solvent System

Kazutsugu Matsumoto* , Megumi Shimojo, Hidehiko Kitajima, Minoru Hatanaka
  • *Department of Applied Chemistry and Biotechnology, Faculty of Engineering, Fukui University, Bunkyo 3-9-1, Fukui-shi, Fukui 910, Japan, FAX 81 776 27 8747, E-mail: mkazu@acbio.fukui-u.ac.jp
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Publication Date:
31 December 2000 (online)

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The reaction of a 6-membered cyclic carbonate, 4-(2-benzyloxyethyl)-1,3-dioxan-2-one (dl-1), with PPL in phosphate buffer containing 50% i-Pr2O at 0 °C proceeded with good enantioselectivity, and optically active 1-substituted-1,3-diol derivatives are obtained. This procedure is applicable to a substrate having a undecyl group to afford side chain precursors of lipid A.

Enzymatic Hydrolysis - Cyclic Carbonates - Optically Active Diols