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Lipase‐catalysed kinetic resolution of hydroxymethylchromanes
Author(s) -
Czompa A.,
Kovács T.,
Antus S.
Publication year - 2000
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570370450
Subject(s) - chemistry , kinetic resolution , transesterification , vinyl acetate , lipase , enantioselective synthesis , organic chemistry , resolution (logic) , solvent , organic solvent , kinetic energy , optically active , enzyme , catalysis , copolymer , chemical engineering , polymer , physics , quantum mechanics , artificial intelligence , computer science , engineering
An effective kinetic resolution of hydroxymethylchromanes racemic 2a and 3a has been achieved by means of enantioselective transesterification with vinyl acetate in organic solvents. The alcohols (‐)‐ R ‐ 2a and (‐)‐ S ‐ 3a were obtained with high optical purities (94 and 98% ee) in 70% and 38% yields, respectively. The influence of the enzyme source and the character of the solvent on the enantioselectivity were studied.