Tetrahedron

New ketone homoenolate anion equivalents derived from (alkenyl) pentamethyl phosphoric triamides

C Grison, A Thomas, F Coutrot, P Coutrot

Index: Grison, Claude; Thomas, Antoine; Coutrot, Frederic; Coutrot, Philippe Tetrahedron, 2003 , vol. 59, # 12 p. 2101 - 2123

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Citation Number: 11

Abstract

Lithiated ambident anions derived from (1-alkyl-2-propenyl)-or (1-phenyl-2-propenyl)- pentamethyl phosphoric triamides undergo regioselectively γ-reaction with various alkylating reagents and isobutyraldehyde. Further hydrolysis of adducts releases the ketone under acid conditions. Number of synthetic applications clearly show the ketone homoenolate behaviour of these new carbanions.

 Related Synthetic Route

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