SIALIDASE INHIBITORS RELATED TO GG167 - SYNTHESIS OF ANALOGS VIA AN INVERSE DEMAND HETERO-DIELS-ALDER REACTION

Authors
HOWES PD SMITH PW
Citation
Pd. Howes et Pw. Smith, SIALIDASE INHIBITORS RELATED TO GG167 - SYNTHESIS OF ANALOGS VIA AN INVERSE DEMAND HETERO-DIELS-ALDER REACTION, Tetrahedron letters, 37(36), 1996, pp. 6595-6598
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
36
Year of publication
1996
Pages
6595 - 6598
Database
ISI
SICI code
0040-4039(1996)37:36<6595:SIRTG->2.0.ZU;2-6
Abstract
An inverse demand hetero Diels Alder strategy has been utilised for th e synthesis of novel dihydropyrans as potential inhibitors of influenz a virus sialidase. Cyclisation of 1-methoxy-2-acetamido ethene with 2- oxo-4-tButoxycarbonylamino but-3-(Z)-enoic acid t-butyl ester in the p resence of tin (IV) chloride afforded a mixture of regio- and stereoch emical isomers which were further elaborated to analogues of GG167. Co pyright (C) 1996 Elsevier Science Ltd