C 98 Cyclopropanation of 2-arylmethylidenemalononitriles, alkyl 3-aryl-2-cyanoprop-2-enoates, and N-substituted 3-aryl-2-cyanoprop-2-enamides with bromine-containing zinc enolates [Electronic resource] / V. V. Shchepin, Yu. G. Stepanyan, P. S. Silaichev, M. A. Ezhikova, M. I. Kodess // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2007. - Vol. 43, № 7. - P1002-1007 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Zinc enolates derived from 2,2-dibromoindan-1-one and 2,2-dibromo-1,2,3,4-tetrahydronaphthalen-1-one reacted with 2-arylmethylidenemalononitriles, alkyl 3-aryl-2-cyanoprop-2-enoates, and N-substituted 3-aryl-2-cyanoprop-2-enamides to give, respectively, 3-aryl-1?-oxo-1?,3?-dihydrospiro[cyclopropane-1,2?-indene]-2-2-dicarbonitriles, 3-aryl-1?-oxo-3?,4?-dihydro-1?H-spiro[cyclopropane-1,2?-naphthalene]-2,2-dicarbonitriles, alkyl 3-aryl-2-cyano-1?-oxo-1?,3?-dihydrospiro[cyclopropane-1,2?-indene]-2-carboxylates, alkyl 3-aryl-2-cyano-1?-oxo-3?,4?-dihydro-1?H-spiro[cyclopropane-1,2?-naphthalene]-2-carboxylates, and N-substituted 3-aryl-2-cyanol-1?-oxo-3?,4?-dihydro-1?H-spiro[cyclopropane-1,2?-naphthalene]-2-carboxamides as a single diastereoisomer. The stereoconfiguration of the products was determined by 1H and 13C NMR spectroscopy \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2007, 43 (7), 1002.pdf |