Synthesis

Aqueous-mediated ring opening of epoxides with oximes: a rapid entry into β-hydroxy oxime O-ethers as potential β-adrenergic blocking agents

MNS Rad, S Behrouz, M Dianat

Index: Rad, Mohammad Navid Soltani; Behrouz, Somayeh; Dianat, Manije Synthesis, 2008 , # 13 p. 2055 - 2064

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Citation Number: 4

Abstract

Abstract Novel β-hydroxy oxime O-ethers, as potential β-adrenergic blocking agents, were synthesized from the aqueous-mediated (H 2 O-DMSO, 7: 3) O-alkylation of oximes with epoxides in the presence of potassium hydroxide at room temperature. The O-alkylation was regioselective and (E)-oxime ethers were the main products. The results of quantum mechanical studies used to rationalize the experimental outcomes are discussed.

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