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  • Chemoselective acylation of (hydroxyalkyl)phenols catalyzed by Candida antarctica lipase B.

Chemoselective acylation of (hydroxyalkyl)phenols catalyzed by Candida antarctica lipase B.

Biotechnology letters (2012-12-20)
Toshifumi Miyazawa, Masato Yamamoto, Hiroshi Danjo
ABSTRACT

Acylation of (hydroxyalkyl)phenols with vinyl esters by lipase B from Candida antarctica proceeded smoothly in a highly chemoselective manner, affording their alkyl esters exclusively or at least predominantly. The enzyme therefore discriminates between an alcoholic hydroxyl from a phenolic hydroxyl in addition to having versatile catalytic abilities for organic synthesis.

MATERIALS
Product Number
Brand
Product Description

Supelco
Vinyl acetate solution, certified reference material, 5000 μg/mL in acetonitrile
Sigma-Aldrich
Vinyl acetate, CP
Supelco
Vinyl acetate, analytical standard
Sigma-Aldrich
Vinyl acetate, contains 3-20 ppm hydroquinone as inhibitor, ≥99%
Vinyl acetate, European Pharmacopoeia (EP) Reference Standard