Tetrahedron letters

First lipase catalysed resolution of epoxy enol esters

S Gravil, H Veschambre, R Chenevert, J Bolte

Index: Gravil, Sebastien; Veschambre, Henri; Chenevert, Robert; Bolte, Jean Tetrahedron Letters, 2006 , vol. 47, # 34 p. 6153 - 6157

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Citation Number: 9

Abstract

We report the first enzyme-catalysed kinetic resolution of epoxy enol esters. The lipase- promoted hydrolysis of these compounds provided α-hydroxyketones or α- hydroxyaldehydes (arising from the spontaneous rearrangement of the epoxy enols) and the residual esters with moderate to good enantioselectivity (E up to 100).