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 la 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.

Chiral 3Acyl-4-alkylthiazolidine-2-thiones can be easily prepared and used for enantioselective acyl transfer to amine and amino acid racemates in high yields and moderate to good optical purity.

Paper

Synthesis of Chiral 3‐Acyl‐4‐alkylthiazolidine‐2‐thiones as Enantioselective Acylating Agents.

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