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

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• 作者：Grison ; Claude ; Thomas ; Antoine ; Coutrot ; Fré ; dé ; ric ; Coutrot ; Philippe
• 关键词：homoenolate anion ; ketone homoenolate anion ; (alkenyl)pentamethyl phosphoric triamide ; 1 ; n-diketone ; phosphoramidedithioester
• 刊名：Tetrahedron
• 出版年：2003
• 出版时间：March 17, 2003
• 年：2003
• 卷：59
• 期：12
• 页码：2101-2123
• 全文大小：466 K

文摘

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.