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I. N. Lisichkina A. I. Vinogradova M. B. Saporovskaya V. K. Latov V. M. Belikov 《Russian Chemical Bulletin》1989,38(12):2592-2596
A new method, on principle, for the diastereoselective hydrogenation of dehydrodipeptides (DHDPs) and their esters entailing the utilization of the complex of the DHDP with PdCl2 as the substrate was proposed. The formation of a certain conformation of the DHDP chain produced by the central atom of the metal complex-former permits the asymmetric synthesis of N-acetylphenylalanylmethionine with the optical yield up to 40%. The optical yield of the product depends both on the configuration of the methionine part of the peptide and on the bulk of the ester group.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2828–2832, December, 1989. 相似文献
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I. N. Lisichkina A. I. Vinogradova M. B. Saporovskaya V. K. Latov V. M. Velikov 《Russian Chemical Bulletin》1988,37(5):1029-1031
| 1. | The catalytic system obtained upon the reaction of S- and R-MetHPdCl2 with H2 or NaBH4 has high catalytic activity in the hydrogenation of cinnamic acid derivatives, but the enantioselectivity of this reaction does not exceed 3–3.4%. |
| 2. | The hydrogenation of N-Ac-APhe-S-Tyr in the presence of both R- and S-MetHPdCl2 leads to a product with an 18–24% diastereomeric excess of the R, S isomers. |
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Conclusions The interaction of d--methylbenzylamine with the chloride of tris(triphenylphoshpine)-rhodium(I) in an atmosphere of hydrogen leads to the formation of mixed chiral complex catalysts for the asymmetric hydrogenation of-acetoaminocinnamic acid and its methyl ester to phenylanoline.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1318–1321, June, 1977. 相似文献