Catalytic asymmetric reduction of enamines

Details Catalytic asymmetric reduction of enamines Catalytic asymmetric reduction of enamines

1994-02-10

1996-02-06

Higel, Floyd D.

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

Organic compounds

Chalcogen in the nitrogen containing substituent

548530, 564356, 564357, 564358, C07D20702, C07D20706, C07D30702, C07C20940, C07C20952

Patent

active

054896827

ABSTRACT:
A catalytic asymmetric reduction process, which, by hydrogenating enamines, yields a corresponding amine having a high level of enantiomeric purity is disclosed. The reduction process utilizes a chiral metal catalyst that includes a metal or metal complex that is selected from groups 3, 4, 5, or 6, lanthanides and actinides. Moreover, the process uses hydrogen as the stoichiometric reducing agent and may be carried out at pressures ranging from about 0.5 to 200 atmospheres.

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Willoughby, C. A., et al., J. Org. Chem., 1993, 58, 7627.
Broene, R. D., et al., J. Am Chem. Soc. 1993, 115, 12569.
Halterman, R. L., et al., Organometallics, 1988, 7, 883.
Halterman, R. L., et al., J. Am. Chem. Soc., 1987, 109, 8105.
Takaya, H., et al., "Asymmetric Hydrogenation", Ch. 1 of Catalytic Asymmetric Synthesis, VCH Publishers, Inc., 1993 (Ojima, I., ed).
Ojima, Iwao, et al., Tetrahedron, 1989, 45, 6901.

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