Regioselective O-acylation of myo-inositol 1,3,5-orthoesters: the role of acyl migration

Sureshan, K.M ; Shashidhar, M.S (2000) Regioselective O-acylation of myo-inositol 1,3,5-orthoesters: the role of acyl migration Tetrahedron Letters, 41 (21). pp. 4185-4188. ISSN 0040-4039

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Official URL: http://doi.org/10.1016/S0040-4039(00)00561-X

Related URL: http://dx.doi.org/10.1016/S0040-4039(00)00561-X

Abstract

An efficient and general method for the preparation of 2-O-acylated derivatives of myo-inositol 1,3,5-orthoesters via isomerization of the corresponding 4(6)-O-acylated derivatives has been described. The isomerization involves a novel 1(axial)→3(equatorial) intramolecular acyl migration assisted by a metal ion.

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