SYNTHESIS OF PSEUDO-SUGARS BASED ON DESYMMETRIZATION OF DIENYLSILANES

Citation
R. Angelaud et Y. Landais, SYNTHESIS OF PSEUDO-SUGARS BASED ON DESYMMETRIZATION OF DIENYLSILANES, Tetrahedron letters, 38(51), 1997, pp. 8841-8844
Citations number
27
Journal title
ISSN journal
00404039
Volume
38
Issue
51
Year of publication
1997
Pages
8841 - 8844
Database
ISI
SICI code
0040-4039(1997)38:51<8841:SOPBOD>2.0.ZU;2-D
Abstract
A synthesis of pseudo-sugars using the desymmetrization of a dienylsil ane, followed by a stereocontrolled introduction of the hydroxymethyl group at C5. is described. The CH2OH group at C5 was elaborated using either a regioselective cyclopropane-ring opening or a [2,3]-Wittig re arrangement. (C) 1997 Elsevier Science Ltd.