SYNTHESIS OF TRANS-FUSED[5,5]BICYCLIC LACTONES LACTAMS AS TEMPLATES FOR SERINE-PROTEASE INHIBITION/

Authors
KELLY HA BOLTON R BROWN SA COOTE SJ DOWLE M DYER U FINCH H GOLDING D LOWDON A MCLAREN J MONTANA JG OWEN MR PEGG NA ROSS BC THOMAS R WALKER DA
Citation
Ha. Kelly et al., SYNTHESIS OF TRANS-FUSED[5,5]BICYCLIC LACTONES LACTAMS AS TEMPLATES FOR SERINE-PROTEASE INHIBITION/, Tetrahedron letters, 39(38), 1998, pp. 6979-6982
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
38
Year of publication
1998
Pages
6979 - 6982
Database
ISI
SICI code
0040-4039(1998)39:38<6979:SOTLLA>2.0.ZU;2-U
Abstract
Efficient routes have been developed for the synthesis of the trans-la ctone 2, the trans-lactam 3 and their 3-substituted analogues based up on cyclisation strategies using Mukaiyama's reagent. 3 beta-Allyl, thi ophenyl and propyl lactones 5 inhibit chymotrypsin and human leucocyte elastase and are representative of a novel class of serine protease i nhibitors. (C) 1998 Elsevier Science Ltd. All rights reserved.