Tetrahedron

Addition regioselective d'enolates de cetones aux α-enones: Influence des facteurs steriques sur l'orientation et la reversibilite des reactions

J Bertrand, L Gormchon, P Mahoni

Index: Bertrand, J.; Gorrichon, L.; Maroni, P. Tetrahedron, 1984 , vol. 40, # 20 p. 4127 - 4140

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Citation Number: 12

Abstract

Regio and stereochemistry in the addition of preformed magnesium and lithium ketone enolates (1 to 8) to α-enones (10 and 11) have been examined. When the substitution degree of the enolate is increased the formation of δ-diketone is favoured; nevertheless a good efficiency in the synthesis of the γ-ethylenic β-ketols (1-2 addition) is obtained via bromomagnesium enolates (EMgX) under kinetic conditions. Lithium enolate (ELi) and, ...