NITRILE HYDRATASE ENZYMES IN ORGANIC-SYNTHESIS - ENANTIOSELECTIVE SYNTHESIS OF THE LACTONE MOIETY OF THE MEVINIC ACIDS

Authors
MADDRELL SJ TURNER NJ KERRIDGE A WILLETTS AJ CROSBY J
Citation
Sj. Maddrell et al., NITRILE HYDRATASE ENZYMES IN ORGANIC-SYNTHESIS - ENANTIOSELECTIVE SYNTHESIS OF THE LACTONE MOIETY OF THE MEVINIC ACIDS, Tetrahedron letters, 37(33), 1996, pp. 6001-6004
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
33
Year of publication
1996
Pages
6001 - 6004
Database
ISI
SICI code
0040-4039(1996)37:33<6001:NHEIO->2.0.ZU;2-N
Abstract
(R)-4-Hydroxy-5-cyanopentene (-)-9, a known precursor of the protected lactone moiety of the mevinic acids 1, has been prepared in 9 steps f rom (S)-3-(benzyloxy)-4-cyanobutanoic acid 5 (88% e.e.), which was obt ained by the asymmetric 2 step hydrolysis of 3-benzyloxyglutaronitrile 4 involving the successive activity of a nitrile hydratase and an ami dase enzyme. Copyright (C) 1996 Elsevier Science Ltd