Cross-metathesis reaction of α- and β-vinyl C-glycosides with alkenes
Ivan Šnajdr, Kamil Parkan, Filip Hessler and 1 more
Beilstein Journal of Organic Chemistry · 2015
doi:10.3762/bjoc.11.150 (opens in a new tab)
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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.
Abstract licence: CC BY
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