Catalytic asymmetric reduction of trisubstituted olefins

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

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564343, 564391, 568630, 570250, 585266, C07C21127, C07C 4320, C07C 43205, C07C 2502, C07C 511

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active

054421195

ABSTRACT:
A catalytic asymmetric reduction process, which, by hydrogenating trisubstituted olefins, yields a corresponding organic compound 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 1 to 200 atmospheres.

REFERENCES:
Catalytic Asymmetric Synthesis, Iwao Ojima, Ed., Ch. 1, pp. 1-39 (1993, VCH Publishers, Inc.).
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"Chiral Metal Complexes as Discriminating Molecular Catalysts", Noyori, Science (1990), 248:1194-1199.
"Chiral Organolanthanide Complexes for Enantioselective Olefin Hydrogenation", Conticello et al., J. Am. Chem. Soc. (1992) 114:2761-2762.
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"A Designed Enantiomerically Pure, Fused Cyclopentadienyl Ligand with C.sub.2 Symmetry: Synthesis and Use in Anantioselective Titanocene-Catalyzed Hydrogenations of Alkenes", Halterman et al., I J. Am. Chem. Soc. (1987) 109:8105-8107.
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