Enantiomerically pure 7-oxabicyclo[2.2.1]hept-5-en-2-yl derivatives ("Naked sugars") as synthetic intermediates. Part XXII. Stereoselective synthesis of (1R)-1-C-(6-amino-7H-purin-8-yl)-1,4-anhydro-2,3-dideoxy-3-fluoro-D-erythro-pentitol
1992
Abstract
The "naked sugar" (+)-(1R,2S,4R)-2-cyano-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl (1S)-camphanate [(+)-3] (Diels-Alder adduct of furan with 1-cyanovinyl (1S)-camphanate) was converted into (1R)-1-C-(6-amino-7H-purin-8-yl)-1,4-anhydro-2,3-dideoxy-3-fluoro-D-eryt hro-pentitol [(+)-2] in nine synthetic steps and 12% overall yield.
Details
Title
Enantiomerically pure 7-oxabicyclo[2.2.1]hept-5-en-2-yl derivatives ("Naked sugars") as synthetic intermediates. Part XXII. Stereoselective synthesis of (1R)-1-C-(6-amino-7H-purin-8-yl)-1,4-anhydro-2,3-dideoxy-3-fluoro-D-erythro-pentitol
Author(s)
Pechy, Peter ; Gasparini, Fabrizio ; Vogel, Pierre
Published in
Synlett
Issue
8
Pages
676-678
Date
1992
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > ISIC - Institute of Chemical Sciences and Engineering > LPI - Laboratory of Photonics and Interfaces
Scientific production and competences > SB - School of Basic Sciences > SB Archives > LGSA - Laboratory of Glycochemistry and Asymmetric Synthesis
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Scientific production and competences > SB - School of Basic Sciences > SB Archives > LGSA - Laboratory of Glycochemistry and Asymmetric Synthesis
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date
2006-02-21