Asymmetric hydrogenation of tetra-substituted olefinic acids and

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof

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562468, 562491, 560 55, 560 57, 564170, C07C 5948, C07C 53194

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active

044093977

ABSTRACT:
Tetra-substituted olefinic acids and derivatives of the formula ##STR1## wherein R is --COOM in which M is a cation forming a soluble salt or --COOR.sup.4 or --CON(R.sup.4).sub.2 in which each R.sup.4 is independently a hydrogen atom or an alkyl group; R.sup.1 is an optionally substituted alkyl, cycloalkyl, aryl or heterocyclic group; and R.sup.2 or R.sup.3 each independently is an optionally substituted alkyl or cycloalkyl group or R.sup.2 and R.sup.3 together with the carbon atom to which they are attached form a carbocyclic ring, are asymmetrically hydrogenated in the presence of a coordinated complex of rhodium, iridium, or ruthenium in combination with a chiral metallocenylphosphine or pyrrolidinylphosphine ligand.

REFERENCES:
patent: 3849480 (1974-11-01), Knowles
patent: 4119652 (1978-10-01), Knowles
patent: 4194051 (1980-03-01), Bachman et al.
Merrill, R. E. "Asymmetric Synthesis Using Chiral Phosphine Ligands", Reaction Design Corporation, pp. 11-12 (1979).

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