A new type of nucleotide analogue with 4-pyridylphosphonate internucleotide linkage

Citation
A. Kers et J. Stawinski, A new type of nucleotide analogue with 4-pyridylphosphonate internucleotide linkage, TETRAHEDR L, 40(22), 1999, pp. 4263-4266
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
22
Year of publication
1999
Pages
4263 - 4266
Database
ISI
SICI code
0040-4039(19990528)40:22<4263:ANTONA>2.0.ZU;2-6
Abstract
Suitably protected dithymidine H-phosphonates were quantitatively converted into the corresponding dinucleoside 4-pyridylphosphonates by treatment wit h 1,8-diazabicylo[5.4.0]undec-7-ene (DBU) in the presence of trityl chlorid e in pyridine. The reaction was found to be stereospecific and proceeded, m ost likely, with retention of configuration at the phosphorus centre. (C) 1 999 Elsevier Science Ltd. All rights reserved.