Tetrahedron

The aldo-cis-trans-enolic equilibrium of substituted alkyl formylacetates and alkyl formylmethylphosphonates

ST Yoffe, PV Petrovsky, YI Goryunov, TV Yershova…

Index: Yoffe,S.T. et al. Tetrahedron, 1972 , vol. 28, p. 2783 - 2798

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Citation Number: 18

Abstract

A number of substituted ethyl formylacetates and ethyl formylmethylphosphonates were synthesized and their enolization studied by NMR. The ethyl halogen-or cyan)- formylacetates and formylmethylphosphonates exhibited stable trans-enolic forms in solutions. Variation of groupings bonded to the C O or P O groups affect the chelating centre basicity. With higher basicity the cis-enolic form is stabilized, and vice versa. ...

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