A new method for the synthesis of nucleoside 2 ',3 '-O,O-cyclic phosphorodithioates via aryl cyclic phosphites as intermediates

Authors
Wenska, M Jankowska, J Sobkowski, M Stawinski, J Kraszewski, A
Citation
M. Wenska et al., A new method for the synthesis of nucleoside 2 ',3 '-O,O-cyclic phosphorodithioates via aryl cyclic phosphites as intermediates, TETRAHEDR L, 42(45), 2001, pp. 8055-8058
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
45
Year of publication
2001
Pages
8055 - 8058
Database
ISI
SICI code
0040-4039(20011105)42:45<8055:ANMFTS>2.0.ZU;2-2
Abstract
The reaction of 5'-O-protected ribonucleosides with tri(4-nitrophenyl) phos phite in the presence of pyridine furnished rapid formation of the correspo nding 4-nitrophenyl 2',3'-O,O-cyclic phosphites which upon sulfhydrolysis, followed by sulfurization of the resultant cyclic H-phosphonothioate and re moval of the 5'-O-protecting groups, afforded nucleoside 2',3'-O,O-cyclic p hosphorodithioates in high yields. (C) 2001 Elsevier Science Ltd. All right s reserved.