Tetrahedron letters

New solid-supported phosphonate reagents for the synthesis of Z-α, β-unsaturated esters

SLX Martina, RJK Taylor

Index: Martina, Sebastien L. X.; Taylor, Richard J. K. Tetrahedron Letters, 2004 , vol. 45, # 16 p. 3279 - 3282

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Citation Number: 12

Abstract

Novel solid-supported phosphonate reagents have been prepared and evaluated for the synthesis of α, β-unsaturated esters with a preference for the Z-alkene. The optimal reagent was a hybrid of both Still–Gennari and Ando reagents, and showed good to high yields and fair to good Z-selectivity for the conversion of both aliphatic and aromatic aldehydes.