Asymmetric synthesis of amino acids by catalytic reduction of azlactones of substituted acylaminoacrylic acids. 8. Reductive aminolysis of 4-isopropylidene-oxazol-5-ones

Autor: Chel'tsova, G. V., Karpeiskaya, E. I., Klabunovskii, E. I.
Zdroj: Russian Chemical Bulletin; October 1981, Vol. 30 Issue: 10 p1934-1937, 4p
Abstrakt: 1.In the reaction of 4-isopropylideneoxazolones with S-(-)-a-phenylethylamine and hydrogen in the presence of a Pd catalyst in dimethoxyethane,a-phenylethylamide of N-benzoyl- or N-acetylvaline is obtained, preferentially in the SS-configuration, the N-acetyl derivative being formed with a higher stereoselectivity.2.The reductive aminolysis process proceeds in the sphere of the catalytic complex, bypassing the stages of the formation of both unsaturated amide and saturated azlactone.
Databáze: Supplemental Index