Stereocontrolled synthesis of LNA dinucleoside phosphorothioate by the oxathiaphospholane approach

Authors
Karwowski, B Okruszek, A Wengel, J Stec, WJ
Citation
B. Karwowski et al., Stereocontrolled synthesis of LNA dinucleoside phosphorothioate by the oxathiaphospholane approach, BIOORG MED, 11(8), 2001, pp. 1001-1003
Citations number
10
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
11
Issue
8
Year of publication
2001
Pages
1001 - 1003
Database
ISI
SICI code
0960-894X(20010423)11:8<1001:SSOLDP>2.0.ZU;2-3
Abstract
The application of the oxathiaphospholane approach for the stereocontrolled synthesis of LNA dinucleoside phosphor-othioate is described. The reaction of ring opening condensation proceeds in CH3CN solution in high yield and with over 96% stereoselectivity. One of diastereomers of LNA dinucleoside p hosphorothioate (presumably Rp) was found to be readily digested by svPDE. (C) 2001 Elsevier Science Ltd. All rights reserved.