S. N. Bizjaev, T. V. Rybalova, Yu. V. Gatilov, A. V. Tkachev, “C-Alkylation of nitroso chlorides with diethyl malonate: the X-ray structure of diethyl (±)-(1R*,2S*,5R*)-2-{3(E)-hydroxyimino-2,6,6-trimethylbicyclo[3.1.1]-hept-2-yl}malonate”, Mendeleev Commun., 2004, Volume 14, Issue 1,Pages 18

This article is cited in 10 papers

C-Alkylation of nitroso chlorides with diethyl malonate: the X-ray structure of diethyl (±)-(1R^*,2S^*,5R^*)-2-{3(E)-hydroxyimino-2,6,6-trimethylbicyclo[3.1.1]-hept-2-yl}malonate

S. N. Bizjaev^a, T. V. Rybalova^a, Yu. V. Gatilov^a, A. V. Tkachev^b

^a N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation
^b Department of Natural Sciences, Novosibirsk State University, Novosibirsk, Russian Federation

Abstract: The reactions of the nitroso chlorides of methylcyclohexene, limonene, 3-carene, and α-pinene with an excess of diethyl malonate in the presence of anhydrous K₂CO₃ at room temperature resulted in the C-alkylation and formation of α-substituted oximes with a diethyl malonate moiety in 20–90% yields.

Language: English

DOI: 10.1070/MC2004v014n01ABEH001799