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Stereoselective synthesis and conformational study of novel 2′,3′-didehydro-2′,3′-dideoxy-4′-selenonucleosides

Title
Stereoselective synthesis and conformational study of novel 2′,3′-didehydro-2′,3′-dideoxy-4′-selenonucleosides
Authors
Tosh D.K.Won J.C.Hea O.K.Lee Y.Pal S.Hou X.Choi J.Choi S.Lak S.J.
Ewha Authors
정낙신최선최원준
SCOPUS Author ID
최선scopus
Issue Date
2008
Journal Title
Journal of Organic Chemistry
ISSN
0022-3263JCR Link
Citation
vol. 73, no. 11, pp. 4259 - 4262
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
(Chemical Equation Presented) Stereoselective synthesis of novel 2′,3′-didehydro-2′,3′-dideoxy-4′- selenonucleosides (4′-seleno-d4Ns) 4a-c was accomplished via 4′-selenoribofuranosyl pyrimidines 11a-c, as key intermediates. 4′-Selenoribofuranosyl pyrimidines 11a-c were efficiently synthesized from D-ribose or D-gulonic γ-lactone using a Pummerer-type condensation as a key step. Introduction of 2′,3′-double bond was achieved by treating cyclic 2′,3′-thiocarbonate with 1,3-dimethyl-2-phenyl-1,3,2- diazaphospholidine. © 2008 American Chemical Society.
DOI
10.1021/jo8003277
Appears in Collections:
약학대학 > 약학과 > Journal papers
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