Tetrahedron Letters

Convenient synthesis of glycosyl bromide from 1-O-acetyl sugars by photo-irradiative phase-vanishing reaction of molecular bromine

M Tojino, Y Hirose, M Mizuno

Index: Tojino, Mami; Hirose, Yuriko; Mizuno, Mamoru Tetrahedron Letters, 2013 , vol. 54, # 52 p. 7124 - 7126

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Citation Number: 5

Abstract

Abstract The synthesis of glycosyl bromides from 1-O-acetyl sugars using a photo-irradiative phase-vanishing method involving molecular bromine was achieved. A bottom phase of molecular bromine was overlaid first with perfluorohexanes (FC-72), followed by overlaying with ethyl acetate containing a 1-O-acetyl sugar. Upon irradiation, the bromine layer gradually disappeared, leaving two phases. Glycosyl bromide was obtained in good yield ...