Asymmetric synthesis of amino acids by catalytic reduction of azlactones of substituted acylaminoacrylic acids |
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Authors: | E. S. Levitina E. D. Lubuzh L. F. Godunova E. I. Karpeiskaya E. I. Klabunovskii |
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Affiliation: | 1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow
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Abstract: | 1. | It has been shown that when 2-methyl- and 2-phenyl-4-benzylideneoxazolin-5-ones react with a-phenylethylamine in dimethoxyethane the rate of opening of the oxazoline ring is dependent on the nature of the substituents at the para-position of the aromatic ring of the benzylidene group. Electron-donating substituents retard the process and electron-withdrawing substituents accelerate it. | 2. | It has been shown that replacement of Me by Ph on C2 of the oxazolone ring results in an increase in rate of aminolysis. | Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1115–1118, May, 1989. |
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