Tetrahedron

Organotin homoenolate equivalents-access to β-acyl-and β-aryl-propionaldehydes through heterosubstituted allyltins and vinyltins

JB Verlhac, M Pereyre, JP Quintard

Index: Verlhac, Jean-Baptiste; Pereyre, Michel; Quintard, Jean-Paul Tetrahedron, 1990 , vol. 46, # 18 p. 6399 - 6412

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Citation Number: 28

Abstract

Although, α-ethoxycrotyltributyltin can be used as an equivalent of the homoenolate anion CH3-CHCH2CHO in reaction with acyl chlorides, the non-substituted α-ethoxyallyltributyltin could not be employed in this way. γ-Methoxyvinyltins, easily prepared by hydrostannation of propargylic ethers, are successfully employed as synthetic equivalents of the homoenolate anions-CH2CH2CHO and-CH2CH2COCH3 in reactions with acyl chlorides. ...

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