Author： Gevorkyan A. Arakelyan A. Dzhandzhulyan Zh. Mikaelyan A. Petrosyan K.A. Panosyan G.
Publisher： MAIK Nauka/Interperiodica
ISSN： 1070-4280
Source： Russian Journal of Organic Chemistry, Vol.41, Iss.1, 2005-01, pp. : 134-140
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Abstract
The reaction of 3,4-dibromo-4-methyltetrahydropyran with diethyl malonate in the presence of sodium butoxide leads to formation of the corresponding cross-coupling product rather than of tetraethyl ethane-1,1,2,2-tetracarboxylate (product of dehydrodimerization of diethyl malonate) which is formed in the presence of sodium ethoxide. An explanation was proposed, which may be regarded as a key to understanding the nature of the driving force for one- and two-electron transfer, as well as chemo- and regioselectivity of organic molecules.
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