Organocopper reagents (RCu, R2CuLi) for the nucleophilic C-glycosylation of a C(2)- formyl glycal

Citation
J. Cossy et H. Rakotoarisoa, Organocopper reagents (RCu, R2CuLi) for the nucleophilic C-glycosylation of a C(2)- formyl glycal, SYNLETT, (5), 2000, pp. 734-736
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
5
Year of publication
2000
Pages
734 - 736
Database
ISI
SICI code
0936-5214(200005):5<734:OR(RFT>2.0.ZU;2-Y
Abstract
C(1)-Glycosides are obtained stereoselectively from C(2)-formyl glycal by n ucleophilic addition of alkylcopper reagents (RCu) in the presence of BF3. OEt2 (S(N)2' reaction) or by nucleophilic addition of lithium diall<yicupra tes(1,4-addition).