2-Pyridylphosphonates: a new type of modification for nucleotide analogues

Authors
Johansson, T Kers, A Stawinski, J
Citation
T. Johansson et al., 2-Pyridylphosphonates: a new type of modification for nucleotide analogues, TETRAHEDR L, 42(11), 2001, pp. 2217-2220
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
11
Year of publication
2001
Pages
2217 - 2220
Database
ISI
SICI code
0040-4039(20010311)42:11<2217:2ANTOM>2.0.ZU;2-2
Abstract
Suitably protected dithymidine H-phosphonates afforded the corresponding di nucleoside 2-pyridylphosphonates upon treatment with N-methoxypyridinium to sylate in acetonitrile in the presence of 1,8-diazabicylo[5.4.0]undec-7-ene (DBU). The reaction was rapid (ca. 5 min), practically quantitative and pr oceeded stereospecifically, most likely with retention of configuration at the phosphorus centre. (C) 2001 Elsevier Science Ltd. All rights reserved.