Article ID Journal Published Year Pages File Type
1388437 Carbohydrate Research 2008 4 Pages PDF
Abstract

A highly stereoselective synthesis of C-vinyl furanosides through the SN2 inversion at the C-3 position of the 1,2-dideoxy-hept-1-enitols is disclosed. Treatment of the 1,2-dideoxy-hept-1-enitols with diphenylammonium trifluoromethanesulfonate as the acid catalyst produced the C-vinyl furanosides (3,6-anhydro-1,2-dideoxy-hept-1-enitol derivatives) via a subsequent SN2 intramolecular debenzyloxyation–cycloetherification reaction at the C-3 position.

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Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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