Application of enzyme- and microorganism-catalyzed reactions to organic synthesis

Authors
Citation
T. Sugai, Application of enzyme- and microorganism-catalyzed reactions to organic synthesis, CURR ORG CH, 3(4), 1999, pp. 373-406
Citations number
540
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
CURRENT ORGANIC CHEMISTRY
ISSN journal
13852728 → ACNP
Volume
3
Issue
4
Year of publication
1999
Pages
373 - 406
Database
ISI
SICI code
1385-2728(199907)3:4<373:AOEAMR>2.0.ZU;2-Z
Abstract
Three topics of recent achievements in the application of enzyme- and micro organism-catalyzed reactions to organic synthesis are focused. 1) Asymmetri c synthesis and enantiomeric resolution, such as yeast-catalyzed asymmetric reduction of a carbonyl group and hydrolytic enzyme - catalyzed enantiosel ective hydrolysis of esters and transesterification are described. Special emphasis is laid on the enzyme-catalyzed preparation of alpha-hydroxy acids in enantiomerically enriched forms. Examples of enzyme-catalyzed asymmetri c C-C bond formation are shortly commented. 2) The advantage of enzymatic h ydrolysis of nitriles, amides, and esters are introduced, as the examples o f the transformation of functional groups under mild condition. 3) The comp lementary use of chemical and enzymatic reaction in the total scheme is sho wn, in our synthesis of pyrenophorin and N-glycolylneuraminic acid.