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

Full Text: HTML

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 Articles:

Transition metal-mediated oxidations utilizing monomeric iodosyl-and iodylarene species

[Yusubov, Mekhman S.; Nemykin, Victor N.; Zhdankin, Viktor V. Tetrahedron, 2010 , vol. 66, # 31 p. 5745 - 5752]

Ion exchange catalysis in oxidation of organic compounds with KMnO4

[Shaabani, Ahmad; Teimouri, Fatemeh; Lee, Donald G. Synthetic Communications, 2003 , vol. 33, # 6 p. 1057 - 1065]

Efficient and selective oxidative decarboxylation of arylcarboxylic acids into the corresponding aldehydes and ketones using K5CoIIIW12O40 as a green oxidant …

[Farhadi; Ansari Journal of the Iranian Chemical Society, 2011 , vol. 8, # 2 p. 470 - 476]

Hydration of alkynes by a PtCl4-CO catalyst

[Baidossi, Wael; Lahav, Michal; Blum, Jochanan Journal of Organic Chemistry, 1997 , vol. 62, # 3 p. 669 - 672]

Hydration of alkynes by a PtCl4-CO catalyst

[Baidossi, Wael; Lahav, Michal; Blum, Jochanan Journal of Organic Chemistry, 1997 , vol. 62, # 3 p. 669 - 672]

More Articles...