Enantio- and regioselective synthesis of organic compounds using

Details Enantio- and regioselective synthesis of organic compounds using Enantio- and regioselective synthesis of organic compounds using

1994-09-21

1996-12-17

Rollins, John W.

Chemistry: molecular biology and microbiology

Micro-organism, tissue cell culture or enzyme using process...

Preparing compound containing saccharide radical

435280, 435 74, 435135, 435136, 435147, C12P 1944, C12P 1928, C12P 762, C12P 740

Patent

active

055852521

ABSTRACT:
A process for irreversible regio- and stereoselective enzyme catalyzed acylation of alcohols using enol esters as acylating reagents is disclosed. The present invention permits the selective modification of hydroxyl group(s) of chiral and meso alcohols, including sugars, organometallics, and glycosides. The enol freed upon transesterification rapidly tautomerizes to the corresponding volatile aldehyde or ketone thereby preventing the reverse reaction from occurring.

REFERENCES:
patent: 5106750 (1992-04-01), Wong et al.
Riva et al. (1988). J. Am Chem Soc., (110) 549-589.
Sweers et al. (1986) J. of the American Chemical Society. (108). pp. 6421-6422.
Wang et al. (1988) Journal of Organic Chemistry (53), pp. 3127-3129.
Degueil-Castaing et al (1987) Tetrahedron Letters (28), pp. 953-954.
Wang et al. (1988) J. Am Chem Soc (110), pp. 7200-7205.

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