32435-70-4Relevant articles and documents
Electrostatic interaction and induced fitting of the rhodium(I) complex coordinated by diphosphine ligand having an amino group in the diastereoselective hydrogenation of dehydrodipeptides
Yamada, Issaku,Fukui, Kouta,Aoki, Yoshihiro,Ikeda, Satoru,Yamaguchi, Motowo,Yamagishi, Takamichi
, p. 115 - 120 (2007/10/03)
Rhodium(I)-[2-[2-(dimethylamino)ethyl]-1,3-propanediyl]bis(diphenylphosphine) (DPP-AE) catalyst achieved an effective 1,4-asymmetric induction and afforded high diastereoselectivity (max. 96% d.e.) in the hydrogenation of dehydrodipeptides in protic solve
ASYMMETRIC SYNTHESIS OF AMINO ACIDS VIA THE CATALYTIC REDUCTION OF SUBSTITUTED ACYLAMINOACRYLIC ACID AZLACTONES. 26. AMINOLYSIS OF 2-METHYL-4-BENZYLOXAZOLIN-5-ONE UPON REACTION WITH S-PHENYLALANINE DERIVATIVES
Lyubeznova, M. R.,Karpeiskaya, E. I.,Klabunovskii, E. I.,Koreshkov, Yu. D.,Lutsenko, A. I.,Lubuzh, E. D.
, p. 731 - 737 (2007/10/02)
The kinetics of aminolysis and racemization of 2-methyl-4-benzyloxazolin-5-one upon reaction with S-phenylalanine methyl ester have been studied in dimethoxyethane solvent.The rates of aminolysis and racemization are comparable.Addition of an achiral component, namely Et3N, to the reaction mixture, however, dramatically increases the rate of racemization.The presence of Et3N also increases the ratio of rate constants for the formation of RS- and SS-diastereomers, which determines the reaction stereoselectivity.
ASYMMETRIC HOMOGENOUS REDUCTION OF DEHYDROPEPTIDES
El-Baba, S.,Nuzillard, J. M.,Poulin, J. C.,Kagan, H. B.
, p. 3851 - 3862 (2007/10/02)
Monodehydropeptides with the dehydroaminoacid fragment in C-terminal or N-terminal position were synthetized as well as a family with the general formula Ac-ΔPhe-(Gly)n-Leu-OR (n = 0-2, R = H or Me).Asymmetric reduction of these compounds catalyzed by chiral rhodium complexes was investigated.The results were discussed in terms of double asymmetric induction.A method was developped to avoid the use of both enantiomers of the substrate or of the catalyst, it consists in the total reduction of a racemic dehydropeptide.The products distribution gives access to the two desired facial selectivities.
