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Asymmetric hydrogenation of dehydrodipeptide esters bearing different protective groups |
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| Authors: | Dr. Chr Döbler H. -J. Kreuzfeld Chr Fischer M. Michalik |
| Affiliation: | (1) Institut für Organische Katalyseforschung an der Universität Rostock e.V., Buchbinderstraße 5-6, D-18055 Rostock, Germany |
| Abstract: | Summary N-[(Z)-N-Benzoyl- orN-Boc-(2-fluorophenyl)dehydroalanyl]-(R)-or (S)-phenylalanine esters were synthesized and hydrogenated to give the corresponding dipeptide derivatives with optical yields in the range of 53–87%de using the cationic rhodium complexes of PROPRAPHOS and BPPM. The efficiency of chiral diphosphine ligands as well the effect of the chiral center in the substrate on the catalytic asymmetric induction was studied.Dedicated to Professor Günther Oehme on the occasion of his 60th birthday |
| Keywords: | Amino acids Dipeptide derivatives Non-proternogenic optically active dipeptide esters Dehydrodipeptides Chiral rhodium catalysts Asymmetric hydrogenation Diastereoselectivity |
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