Title of article
Highly stereoselective synthesis of C-vinyl furanosides through acid-catalyzed SN2 inversion at the C-3 position of 1,2-dideoxy-hept-1-enitols
Author/Authors
Hitoshi Tsuchiya، نويسنده , , Noriaki Asakura، نويسنده , , Yasunori Ikeda، نويسنده , , Hidetoshi Yamada، نويسنده ,
Issue Information
دوهفته نامه با شماره پیاپی سال 2008
Pages
4
From page
2985
To page
2988
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.
Keywords
SN2 intramolecular debenzyloxyation–cycloetherification , 2-Dideoxy-hept-1-enitols , C-Vinyl furanosides , Diphenylammonium trifluoromethanesulfonate , 1
Journal title
Carbohydrate Research
Serial Year
2008
Journal title
Carbohydrate Research
Record number
965644
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