SYNTHESIS OF CYCLOPENTENYL CARBANUCLEOSIDES VIA PALLADIUM(0) CATALYZED-REACTIONS

Authors
KAPELLER H MARSCHNER C WEISSENBACHER M GRIENGL H
Citation
H. Kapeller et al., SYNTHESIS OF CYCLOPENTENYL CARBANUCLEOSIDES VIA PALLADIUM(0) CATALYZED-REACTIONS, Tetrahedron, 54(8), 1998, pp. 1439-1456
Citations number
38
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
8
Year of publication
1998
Pages
1439 - 1456
Database
ISI
SICI code
0040-4020(1998)54:8<1439:SOCCVP>2.0.ZU;2-B
Abstract
Methyl 4-acetoxycyclopent-2-enylmethylcarboxylate (2) and the correspo nding carbonate 3 have been treated with sodium salts and aluminum ami des of pyrimidines, purines and methyl 1H-1,2,4-triazole-3-carboxylate with a catalyst formed from bis(dibenzylideneacetone)palladium(0) and triisopropyl phosphite to give the corresponding carbanucleosides in good to excellent yields. This method was also applied for a synthesis of carbovir (31). (C) 1998 Elsevier Science Ltd. All rights reserved.