Tetrahedron letters

An improved procedure for the two carbon homologation of esters to α, β-unsaturated esters

JM Takacs, MA Helle, FL Seely

Index: Takacs, James M.; Helle, Mark A.; Seely, Franklin L. Tetrahedron Letters, 1986 , vol. 27, # 11 p. 1257 - 1260

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Citation Number: 60

Abstract

Abstract Treatment of esters with diisobutylaluminum hydride (DIBAL) in the presence of lithio-trialkylphosphonoacetate results in improved yields of the homologated α, β- unsaturated esters. The problematic overreduction, which has previously observed in the half reduction of esters using DIBAL, is minimal (< 3%) under these conditions.