A New Preparation of Esters from Carbonyl Compounds Following Lithium Aluminum Hydride Reduction

Zhengming Guo The Department of Medicinal Chemistry, The Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi, University, Mississippi, 38677

Robert D. Sindelar The Department of Medicinal Chemistry, The Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi, University, Mississippi, 38677; The National Center for the Development of Natural Products, The Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi, University, Mississippi, 38677

Abstract

A modified work-up procedure for the lithium aluminum hydride (LiAlH₄) reduction of esters and other carbonyl compounds is described. The one pot procedure converts an ester to its “homo-reverse ester” and other carbonyl compounds to esters. The key step is trapping the resulting intermediate aluminum alkoxide during reflux with an ester.

Notes

Aldrich® Catalog handbook of fine chemicals 1996–1997

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A New Preparation of Esters from Carbonyl Compounds Following Lithium Aluminum Hydride Reduction

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A New Preparation of Esters from Carbonyl Compounds Following Lithium Aluminum Hydride Reduction

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