SYNTHESIS OF TETRAHYDROFURANS FROM PROTECTED BETA-HYDROXYALDEHYDES - OPTIMIZATION OF THE ALCOHOL PROTECTING GROUP

Authors
ANGLE SR BERNIER DS ELSAID NA JONES DE SHAW SZ
Citation
Sr. Angle et al., SYNTHESIS OF TETRAHYDROFURANS FROM PROTECTED BETA-HYDROXYALDEHYDES - OPTIMIZATION OF THE ALCOHOL PROTECTING GROUP, Tetrahedron letters, 39(23), 1998, pp. 3919-3922
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
23
Year of publication
1998
Pages
3919 - 3922
Database
ISI
SICI code
0040-4039(1998)39:23<3919:SOTFPB>2.0.ZU;2-A
Abstract
As part of an effort to generalize the synthesis of substituted tetrah ydrofurans from protected beta-hydroxy aldehydes, a series of common a lcohol protecting groups was screened for compatibility with the metho dology. Employing a beta-(triisopropylsilyloxy)aldehyde resulted in a low yield tetrahydrofuran, while the other protecting groups all affor ded good yields of tetrahydrofurans. (C) 1998 Elsevier Science Ltd. Al l rights reserved.