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Optically active trans ‐2‐aminocyclopentanols: Chemoenzymatic preparation and application as chiral ligands
Author(s) -
GonzálezSabín Javier,
Gotor Vicente,
Rebolledo Francisca
Publication year - 2006
Publication title -
biotechnology journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.144
H-Index - 84
eISSN - 1860-7314
pISSN - 1860-6768
DOI - 10.1002/biot.200600035
Subject(s) - diethylzinc , enantioselective synthesis , acylation , optically active , benzaldehyde , lipase , chemistry , enantiomer , enantiomeric excess , organic chemistry , combinatorial chemistry , catalysis , enzyme
Optically active trans ‐2‐( N , N ‐dialkylamino)cyclopentanols and their acetates derivatives were obtained with very good chemical yields and enantiomeric excesses (95–≥99%), through a chemoenzymatic methodology based on the lipase‐catalyzed acylation of the hydroxyl group. The utility of these compounds was shown by the preparation of the cyclopentylic analog of vesamicol and by their use as ligands in the enantioselective addition of diethylzinc to benzaldehyde.