Process for the preparation of optically active cyano alcohols

Details Process for the preparation of optically active cyano alcohols Process for the preparation of optically active cyano alcohols

1980-06-02

1982-05-04

Torrence, Dolph H.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260464, 2604656, 546300, 549 60, 549 65, 549 75, 548477, 548513, 548561, 549472, 549479, 549491, C07C12175

Patent

active

043281672

ABSTRACT:
A novel process for the preparation of optically active alcohols of the formula ##STR1## wherein R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen, saturated and unsaturated, optionally substituted aliphatic, cycloaliphatic, aromatic and heterocyclic, with the proviso that at least one of R.sub.1 and R.sub.2 is other than hydrogen, and R.sub.1 and R.sub.2 taken together with the carbon atom to which they are attached form a hydrocarbon ring comprising reacting an ester of an optically active alcohol of the formula ##STR2## wherein A is the organic radical of a chiral carboxylic acid of the formula ##STR3## with a boron halide and reacting the resulting mixture with water to obtain the optically active isomer of the alcohol of formula I with the same configuration of the alcohol moiety of the starting ester in high yields without by-products of known processes.

REFERENCES:
Huzo et al., Tetrahedron Letters, No. 35, pp. 3045-3048, (1976).
Huzo et al., J. Agric. Food Chem., vol. 25, No. 6, pp. 1385-1394, (1977).

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