A SIMPLE ROUTE TO 4-SUBSTITUTED-3,4-DIDEHYDROPROLINES - MECHANISTIC PROBES FOR THE INHIBITION OF PROLYL-4-HYDROXYLASE

Authors
KOSKINEN AMP SCHWERDTFEGER J EDMONDS M
Citation
Amp. Koskinen et al., A SIMPLE ROUTE TO 4-SUBSTITUTED-3,4-DIDEHYDROPROLINES - MECHANISTIC PROBES FOR THE INHIBITION OF PROLYL-4-HYDROXYLASE, Tetrahedron letters, 38(30), 1997, pp. 5399-5402
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
30
Year of publication
1997
Pages
5399 - 5402
Database
ISI
SICI code
0040-4039(1997)38:30<5399:ASRT4->2.0.ZU;2-L
Abstract
Treatment of the 9-phenylfluoren-9-yl (Pf) protected 4-oxo-proline-eth yl ester (6) with NaHMDS and N-(5-chloro-2-pyridyl)triflimide gives th e corresponding enoltriflate in good yield Pd mediated coupling of the triflate with trimethylalkyltin, trimethylaryltin, trimethylalkenylti n and carbon monoxide proceeds to give the 4-substituted-3,4-didehydro prolines. (C) 1997 Elsevier Science Ltd.