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Published on: June 21, 2017
Cross-metathesis reaction of α- and β-vinyl C-glycosides with alkenes
Ivan Šnajdr1, Kamil Parkan2, Filip Hessler1
1Department of Organic Chemistry, Charles University in Prague, Hlavova 8, 153 00 Praha 2, Czech Republic.
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.
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