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The base-free chemoselective ring opening of epoxides with carboxylic acids using [bmim]Br: a rapid entry into 1,2-diol mono-esters synthesis

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Abstract

A facile and highly convenient base-free protocol for the chemoselective preparation of 1,2-diol mono-esters is described. In this method, the regioselective ring opening of epoxides with carboxylic acids in the presence of [bmim]Br furnishes the corresponding 1,2-diol mono-esters in excellent yields. This method is efficient for various structurally diverse epoxides and carboxylic acids and it can be efficiently applied for the scale up synthesis of 1,2-diol mono-esters in reasonable to good yields. [bmim]Br remarkably influences the reaction progress and acts as both solvent and catalyst in this protocol.

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  1. Department of Chemistry, Shiraz University of Technology, Shiraz, 71555-313, Iran

    Mohammad Navid Soltani Rad & Somayeh Behrouz

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  1. Mohammad Navid Soltani Rad
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  2. Somayeh Behrouz
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Correspondence to Mohammad Navid Soltani Rad.

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Rad, M.N.S., Behrouz, S. The base-free chemoselective ring opening of epoxides with carboxylic acids using [bmim]Br: a rapid entry into 1,2-diol mono-esters synthesis. Mol Divers 17, 9–18 (2013). https://doi.org/10.1007/s11030-012-9412-z

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