Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1995-04-24
1996-04-23
Dees, Jose G.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
560 39, 562444, 562449, 562450, 549 77, 549 76, C07C22934
Patent
active
055105076
ABSTRACT:
A process and catalyst composition are provided for the highly efficient enantioselective hydrogenation of dehydroamino acid derivatives. The catalyst composition comprises rhodium or iridium and a diphosphinite carbohydrate ligand, wherein the phosphorous atoms are attached to aromatic groups substituted with electron-donating substituents. Also provided is a means to selectively produce .alpha. amino acids in either the L or the D form, based upon use of a sugar in the ligand with phosphinites attached in an absolute Right-Left or Left-Right configuration, respectively.
REFERENCES:
patent: 4010181 (1977-03-01), Aviron-Violet
patent: 4879398 (1989-11-01), Getman et al.
patent: 5099077 (1992-03-01), Petit et al.
Jackson, W. R. et al, Aust. J. Chem., 35, 2069-2075, 1982.
Wink, D. J. et al, Inorg. Chem., 29 5006-5008, 1990.
Selke, R. et al, J. of Molecular Catalysis, 37, 213-225, 1986.
Selke, R. et al, J. of Molecular Catalysis, 56, 315-328, 1989.
Rajanbabu, T. V. et al., J. Am. Chem., 114, 6265-6266, 1992.
Selke, R., React. Kinet. Catal. Lett., 10(2), 135-138, 1979.
Jackson, R et al, J. of Organometallic Chem., 159, C29-C31, 1978.
Cullen, W. R. et al, Tetrahedron Lett., No. 19, 1635-1636, 1978.
Selke, R., J. of Molecular Catalysis, 37, 227-234, 1986.
Selke, R., J. f. prakt. Chemie, Band 329, Heft, 4, 717-724, 1987.
Selke, R. et al, Tetrahedron: Asymmetry, 4(3), 369-382, 1993.
Johnson, T. H. et al, J. Org. Chem., 44(11), 1878-1879, 1979.
Johnson, T. H. et al, J. Org. Chem., 45, 62-65, 1980.
Johnson, T. H. et al, J. of Molecular Catalysis, 9, 307-311, 1980.
Habus, I. et al, J. of Molecular Catalysis, 42, 173-178, 1987.
Capka, M. et al, React. Kinet. Catal. Lett., 10(3), 225-228, 1979.
Selke, R., React. Kinet. Catal. Lett., 10(2), 135--138, 1979.
Selke, R., J. of Organometallic Chemistry, 370, 241-248, 1989.
Selke, R., J. of Organometallic Chemistry, 370, 249-256, 1989.
Selke, R. et al, J. of Molecular Catalysis, 56, 315-328, 1989.
Brunner, H. et al, J. Chem. Research (S)p. 76, 1980.
Bourson, J. et al, J. of Organometallic Chemistry, 229, 77-84, 1982.
Sunjic, V. et al, Gazetta Chimica Italiana, 119, 229-233, 1989.
Yamashita, M. et al, Bull. Chem. Soc. Jpn., 62, 942-944, 1989.
Nakamura, Y. et al, Chemistry Letters, pp. 7-10, 1980.
Yamada, M. et al, Carbohydrate Research, 95, C9-C12, 1981, Eisevier Scientific Pub. Co., Amsterdam.
Yamashita, M. et al, Bull. Chem. Soc. Jpn., 55, 2917-2921, 1982.
Saito, S. et al, Chem. Pharm. Bull., 33(12), 5284-5293, 1985.
Yamashita, M. et al, Bull. Chem. Soc. Jpn., 59, 175-178, 1986.
Cesarotti, E. et al, Gazetta Chimica Italiana, 117, 129-133, 1987.
Habus, I. et al, CCACAA, 61(4), 857-866, 1988.
Hatat, C. et al, Tetrahedron Letters, 29(30), 3675-3578, 1988.
Dobler, Chr. et al, J. of Organometallic Chemistry, 344, 89-92, 1988.
Krause, H. W. et al, New Journal of Chemistry, 13(8-9), 1989.
Sunjic, V. et al., J. of Organometallic Chemistry, 370, 295-304, 1989.
Hatat, C. et al, Tetrahedron Letters, 31(29), 4139-4142, 1990.
Taudien, S. et al, Tetrahedron: Asymmetry, 4(1), 73-84, 1993.
Parrinella, G. et al, J. Am. Chem. Soc., 109, 7122-7127, 1987.
Mortreaux, A. et al, Bulletin De La Societe Chimique de France, No. 4, 631-639, 1987.
Toth, I. et al, Organimetallics, 12, 848-852, 1993.
Morimoto, T. et al., Chem. Pharm. Bull., 40(10), 2894-2896 (1992).
Onuma, K. et al., Tetrahedron Letters, 34, 3163-3166 (1979).
Ayers Timothy A.
Rajanbabu Thaliyil V.
Barts Samuel
Dees Jos,e G.
E. I. Du Pont de Nemours and Company
LandOfFree
Selective asymmetric hydrogenation of dehydroamino acid derivati does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Selective asymmetric hydrogenation of dehydroamino acid derivati, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Selective asymmetric hydrogenation of dehydroamino acid derivati will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-2309801