Catalytic asymmetric hydrogenation

Details Catalytic asymmetric hydrogenation Catalytic asymmetric hydrogenation

1978-09-05

1981-04-14

Raymond, Richard

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26032613A, 2603405R, 2603473, 549 76, 560 22, 560 38, 562437, 562443, 562445, 562446, 562447, 562561, 562565, 562571, 562575, C07C10350, C07C10384

Patent

active

042619190

ABSTRACT:
Process for the homogeneous catalytic hydrogenation of .beta.-substituted-.alpha.-acylamido-acrylic acids which yields, after hydrogenation, an optically active mixture. The process comprises the hydrogenation of .beta.-substituted-.alpha.-acylamidoacrylic acids in the presence of an optically active coordinated metal complex hydrogenation catalyst, in which the metal is selected from the group consisting of rhodium, iridium, ruthenium, osmium, palladium and platinum.
This process is a generalized process for any asymmetric hydrogenation of .beta.-substituted-.alpha.-acylamido-acrylic acids in which one .alpha.-amino acid enantiomorph is the desired end-product. It is especially useful for the preparation of .alpha.-amino acids found in nature which possess optical activity and which have a hydrogen attached to the asymmetric center.
This invention also relates to new optically active coordinated metal complex hydrogenation catalysts.

REFERENCES:
patent: 3849480 (1974-11-01), Knowles et al.
Horner et al., Tetrahedron Letters, vol. 37 (1968) pp. 4023-4026.
Horner et al., Angewandte Chemi, vol. 7 (1968) p. 942.
Knowles et al., Chem. Comm, vol. 22 (1968) pp. 1445-1446.

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