Title of article :
A stereocontrolled construction of 2-azido-2-deoxy-1,2-trans-β-glycosidic linkages utilizing 2-azido-2-deoxyglycopyranosyl diphenyl phosphates
Author/Authors :
Tsuda، نويسنده , , Toshifumi and Nakamura، نويسنده , , Seiichi and Hashimoto، نويسنده , , Shunichi، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2003
Abstract :
A high-yielding and stereocontrolled construction of 2-azido-2-deoxy-1,2-trans-β-glycosidic linkages has been achieved by exploiting TMSOTf-promoted 1,2-trans-glycosidation of 2-azido-2-deoxyglycopyranosyl diphenyl phosphates with various glycoside alcohols in propionitrile at −78°C. The present method exhibits the highest levels of 1,2-trans-β-selectivity reported to date for this type of glycosidation.
Keywords :
2-azido-2-deoxyglycopyranosyl diphenyl phosphate , ?-nitrilium ion , ?-selective glycosidation
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
