Catalytic asymmetric synthesis of dipeptides from 2-trifluoromethyl-Δ2- and 2-trifluoromethyl-Δ3-oxazolin-5-ones

Autor: Bitiev, Sh. G., Chel'tsova, G. V., Lutsenko, M. R., Karpeiskaya, E. I., Klabunovskii, E. I.
Zdroj: Russian Chemical Bulletin; February 1987, Vol. 36 Issue: 2 p339-345, 7p
Abstrakt: Conclusions 1.Reductive aminolysis of 2-trifluoromethyl-4-benzylidene-Δ2-oxazolin-5-one in the presence of S-amino acid esters, PdCl2 and H2 proceeds via the intermediate formation of RS-peptides.2.Aminolysis of 2-trifluoromethyl-Δ3-oxazolin-5-ones with S-AlaOMe, S-ValOMe, S-PheOMe proceeds with a high stereoselectivity, with the formation of SS-diastereomer, so that optically pure SS-PheAla and SS-PhePhe dipeptides could be obtained.3.Aminolysis of 2-trifluoromethyl-Δ3-oxazolin-5-ones with S-ProOMe preferentially gives RS-peptides.
Databáze: Supplemental Index
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