Issue 18, 1995

Stereospecific and regiospecific ring opening of glycidol with primary and secondary alcohols mediated by diisobutylaluminium hydride

Abstract

Regiospecific ring opening of (R)-(+)- or (S)-(–)-glycidol 1a, b with primary and secondary alcohols in the presence of diisobutylaluminium hydride provides 1-O-alkyl-sn-glycerol 2 without formation of the undesired regioisomer, 2-O-alkylglycerol 3. The configuration of the glycidol is preserved in the product.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1995, 2199-2200

Stereospecific and regiospecific ring opening of glycidol with primary and secondary alcohols mediated by diisobutylaluminium hydride

R. K. Erukulla, H. Byun, D. C. Locke and R. Bittman, J. Chem. Soc., Perkin Trans. 1, 1995, 2199 DOI: 10.1039/P19950002199

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