Abstract
An efficient oxirane ring opening of polyoxyethylene diglycidyl ethers with sodium amide has been achieved for the first time under catalyst-free conditions. This reaction is highly regioselective and affords the corresponding bis (beta-aminoalcohols) polyoxyethylene in good yields as a mixture of regioisomers. Various other advantages are associated with this novel protocol, including short reaction time, no need for catalysts, and a simple workup procedure. Here, the wide scope and utility of this method is demonstrated, and the stereochemistry is discussed. The regioisomeric ratio is determined from binomial calculation based on H-1 NMR data and is confirmed by GC-MS.
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