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Title: Synthesis of chiral 3-acyl-4-alkylthiazolidine-2-thiones as enantioselective acylating agents
Authors: Yadav, L D S
Dubey, Suman
Issue Date: Mar-2002
Publisher: NISCAIR-CSIR, India
Abstract: R-(-)-3-Benzoyl-4-ethylthiazolidine-2-thione 4a and S-(+)-3-benzoyl-4-isobutylthiazolidine-2-thione 4b have been easily prepared in 79-90% yield from R-(-)-2-amino-1-butanol 1a and S-(+)-leucinol 1b, respectively. Compounds 4a, b are useful for enantioselective acyl transfer to amine and amino acid racemates 5a-d in high yields (78-94%) and moderate to good optical purity (48-68% ee). One can monitor the acylation by disappearance of the yellow colour of the acylating agents 4a,b.
Page(s): 593-595
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.41B(03) [March 2002]

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