Tetrahedron Letters

New dimerization and cascade oligomerization reactions of dimethyl 2-phenylcyclopropan-1, 1-dicarboxylate catalyzed by Lewis acids

RA Novikov, VA Korolev, VP Timofeev, YV Tomilov

Index: Novikov, Roman A.; Korolev, Victor A.; Timofeev, Vladimir P.; Tomilov, Yury V. Tetrahedron Letters, 2011 , vol. 52, # 39 p. 4996 - 4999

Full Text: HTML

Citation Number: 37

Abstract

New routes to transform donor–acceptor cyclopropanes in the presence of Lewis acids have been found. The reaction of dimethyl 2-phenylcyclopropan-1, 1-dicarboxylate, a typical representative of this class of compounds, with an equimolar amount of anhydrous GaCl3 gives, depending on the reaction time,(2-phenylethylidene) malonate or styrylmalonate after hydrolysis, whereas in the presence of 15–20mol% GaCl3 the starting cyclopropane ...