An improved procedure for the synthesis of vinylphosphonate-linked nucleicacids

Authors
Abbas, S Hayes, CJ
Citation
S. Abbas et Cj. Hayes, An improved procedure for the synthesis of vinylphosphonate-linked nucleicacids, TETRAHEDR L, 41(22), 2000, pp. 4513-4517
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
22
Year of publication
2000
Pages
4513 - 4517
Database
ISI
SICI code
0040-4039(20000608)41:22<4513:AIPFTS>2.0.ZU;2-R
Abstract
The synthesis of a range of 5'-deoxy-5'-methylidene phosphonate-containing thymidine dimers has been achieved using a palladium-catalysed cross coupli ng reaction as a key step. The optimised reaction conditions comprising of palladium acetate, 1,1'-bis(diphenylphosphino)ferrocene and propylene oxide in THF were found to couple a range of N-phosphonates and vinyl bromide 3 in fair to excellent yield. (C) 2000 Elsevier Science Ltd. All rights reser ved.