Tetrahedron letters

The conversion of α-to β-hydroxy esters by a deoxygenation/condensation reaction promoted by samarium diiodide

EJ Enholm, S Jiang

Index: Enholm, Eric J.; Jiang, Shujun Tetrahedron Letters, 1992 , vol. 33, # 3 p. 313 - 316

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Citation Number: 21

Abstract

Abstract A mild reaction sequence begins by transforming an α-hydroxy ester to an α- benzoate ester. Next, the α-benzoate ester is both reductively deoxygenated with samarium diiodide and subsequently condensed with a ketone present in the reaction mixture to afford a β-hydroxy ester with two new alkyl appendages.