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Lipase catalyzed transesterification of 2-substituted 3-hydroxy esters

✍ Scribed by Harumi Kaga; Kunio Hirosawa; Tomiki Takahashi; Kouhei Goto

Publisher: John Wiley and Sons
Year: 1998
Tongue: English
Weight: 95 KB
Volume: 10
Category: Article
ISSN: 0899-0042
DOI: 10.1002/(sici)1520-636x(1998)10:7<693::aid-chir15>3.0.co;2-v

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✦ Synopsis

Kinetic resolution of 2-substituted 3-hydroxy esters was examined by lipase PS catalyzed transesterification using vinyl acetate as an acyl donor. Resolution of (±)-syn-and -anti-1a, -1e possessing a small methyl group at the C-3 position was accomplished enantioselectively. The outcome of the resolution seems to be related to the differences in size of the substituents at the stereocenter bearing a secondary hydroxy group.

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