Process for asymmetrically reducing carbonyl compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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560179, 549295, 564170, 568812, 568715, 568814, C07C 6976

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active

049436520

ABSTRACT:
There is disclosed a process for asymmetrically reducing a carbonyl compound, which comprises reducing the carbonyl compound by the use of a reducing agent comprising (i) an optically active tartaric acid or ester thereof and (ii) a metal borohydride, thereby producing an optically active hydroxyl compound. The process can be used for the production of optically active hydroxyesters and alcohols from ketoesters and ketones. These products are useful for the production of medicaments and liquid crystals.

REFERENCES:
Chemical Abstracts vol. 101, #19 170757y, 1984.
Chemical Abstracts, vol. 101, p. 659, "Sodium Borohydride: Tartartic Acid. A Novel and Facile Reducing Agent For Cyclic Ketones" C. Adams.
Houben-Weyl, vol. 6/1B, pp. 90-1004, 257, "Methoden Der Organischen Chemie", T. Verlag.
Journal of the Chemical Society, (1981), pp. 900-905, "Asymmetric Reduction of Aromatic Ketones with Reagents Prepared From Sodium Borohydride and Various Carboxylic Acids in the Presence of 1,2:5,6-Di-O-Isopropylidene-Alpha-D-Glucofuranose", A. Hirao, et al.
Journal of Organic Chemistry, (1980), vol. 45, pp. 4231-4233, "Asymmetric Reduction of Prochiral Aromatic Ketones with Modified Reagents . . . " A. Hirao, et al.

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