title: Cross-metathesis reaction of α- and β-vinyl C-glycosides with alkenes.
abstract: Cross-metathesis of α- and β-vinyl C-deoxyribosides and α-vinyl C-galactoside with various terminal alkenes under different conditions was studied. The cross-metathesis of the former proceeded with good yields of the corresponding products in ClCH2CH2Cl the latter required the presence of CuI in CH2Cl2 to achieve good yields of the products. A simple method for the preparation of α- and β-vinyl C-deoxyribosides was also developed. In addition, feasibility of deprotection and further transformations were briefly explored.
authors.affiliation: Department of Organic Chemistry, Charles University in Prague, Hlavova 8, 153 00 Praha 2, Czech Republic.
authors.forename: Ivan
authors.initials: I
authors.lastname: Šnajdr
authors.affiliation: Department of Chemistry of Natural Compounds, University of Chemistry and Technology, Prague, Technická 5, 160 00 Praha 6, Czech Republic.
authors.forename: Kamil
authors.initials: K
authors.lastname: Parkan
authors.affiliation: Department of Organic Chemistry, Charles University in Prague, Hlavova 8, 153 00 Praha 2, Czech Republic.
authors.forename: Filip
authors.initials: F
authors.lastname: Hessler
authors.affiliation: Department of Organic Chemistry, Charles University in Prague, Hlavova 8, 153 00 Praha 2, Czech Republic.
authors.forename: Martin
authors.initials: M
authors.lastname: Kotora
keywords: C-glycosides; carbohydrates; catalysis; cross-metathesis; ruthenium