Method of producing aryl-substituted, amino-acylated phosphonic-

Details Method of producing aryl-substituted, amino-acylated phosphonic- Method of producing aryl-substituted, amino-acylated phosphonic-

1997-11-20

1999-03-23

Barts, Samuel

Organic compounds -- part of the class 532-570 series

Organic compounds

Phosphorus acids or salts thereof

558 87, 562 15, 549 6, 549218, 546 22, C07F 922

Patent

active

058862170

ABSTRACT:
The invention is relates to a method of producing aryl-substituted, amino-acylated phosphonic-acid derivatives with the aid of metal complexes of chiral amphiphilic ligands in that according to the invention .alpha.-N-acyl-protected, .beta.-substituted alkene phosphone derivatives are asymmetrically hydrogenated in the presence of a chiral rhodium catalyst in a solvent or a suspension. The use of the micelle-forming catalyst makes possible the hydrogenation of unsaturated phosphonic-acid derivatives in water with a high reaction rate with the obtainment of very good enantiomeric excesses.

REFERENCES:
patent: 5321153 (1994-06-01), Talley
Schmidt U et al., Catalytic stereoselective synthesis of .alpha.-amino phosphonic acid derivatives by asymmetric hydrogenation, Synthetic Communication, 1996, 777-81.
Oehme G. et al., Increase in activity and enantioselectivity in asymmetric hydrogenation reactions catalyzed by chiral rhodium (I) complexes as a consequence of the action of amphiphiles, Chemical Abstracts, Apr. 13, 1992, 939.
Yan Y Y et al., Aqueous-phase rhodium hydroformylation of dodecene-1 with surface-active water-soluble phosphine, Chemicals Abstracts, Jul. 15, 1996, 855.

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