Tetrahedron: Asymmetry

Enantioselective ring opening of epoxides with trimethylsilyl azide (TMSN 3) in the presence of β-cyclodextrin: an efficient route to 1, 2-azido alcohols

A Kamal, M Arifuddin, MV Rao

Index: Kamal, Ahmed; Arifuddin; Rao, Maddamsetty V. Tetrahedron Asymmetry, 1999 , vol. 10, # 22 p. 4261 - 4264

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Citation Number: 42

Abstract

Based on the above findings, it was considered of interest to investigate the effect of β-cyclodextrin on the ring opening reaction of epoxides with nucleophiles. Herein, we wish to report the stereoselective ring opening reaction with TMSN 3 in the presence of β-cyclodextrin in aqueous media to afford 1,2-azido alcohols. ... Some of the earlier studies on azidolysis with TMSN 3 require high temperature and alkaline conditions in the absence of catalysts, whereas, in some of the recent ...