Enantio- and regioselective synthesis of organic compounds using enol esters as irreversible transacylation reagents
US5106750A · kind A · utility
9Cited by
5References
18Claims
0Family size
Assignee
Inventors
Key dates
| Filing date | Aug 24, 1989 |
| Grant date | Apr 21, 1992 |
| Priority date | — |
| Expiry date | Aug 24, 2009 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC12P19/44
- WIPO fieldBiotechnology
- WIPO sectorChemistry
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.
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