Stereoselective synthesis of dithymidine phosphorothioates using D-xylose derived chiral auxiliaries

Authors
Citation
Yx. Lu et G. Just, Stereoselective synthesis of dithymidine phosphorothioates using D-xylose derived chiral auxiliaries, TETRAHEDRON, 57(9), 2001, pp. 1677-1687
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
9
Year of publication
2001
Pages
1677 - 1687
Database
ISI
SICI code
0040-4020(20010225)57:9<1677:SSODPU>2.0.ZU;2-F
Abstract
Different sized catalysts 1, 2, 5 and 7 were prepared and used as the activ ators in the coupling reactions of phosphoramidites with nucleosides. D-Xyl ose derived chiral auxiliary 22a has been synthesized and applied for the s tereoselective synthesis of dithymidine phosphororhioates 27. The mechanism s of the coupling reactions are discussed. (C) 2001 Elsevier Science Ltd. A ll rights reserved.