Study on the Reaction of Arsenic Ylides with Elec-tron-DeficientOlefins Containing One p-Trifluoromethylphenyl andTwo Other Electron With-drawing Groups

Abstract

Arsonium bromides 1 were reacted with electron-deficient olefins containing one p-trifluoromethylphenyl and two other electron withdrawing groups 2 or 3 in the presence of K₂CO₃ to form cis-1,2-cyclopropane or cis-2,3-dihydrofuran derivatives containing the p-trifluoromethylphenyl group 4 or 5 in high yields with high stereoselectivity. The structures of these products were confirmed by ¹H NMR,¹³C NMR, IR, MS and HRMS spectra.

Key words: cyclopropane, dihydrofuran, stereoselectivity, arsenic ylide

Cite this article

QIAN Jia-Xian^a,CAO Wei-Guo*^,a,b,c,ZHANG Hui^a,CHEN Jie^a
DENG Hong-Mei^d,ZHU Shi-Zheng*^,b. Study on the Reaction of Arsenic Ylides with Elec-tron-DeficientOlefins Containing One p-Trifluoromethylphenyl andTwo Other Electron With-drawing Groups[J]. Chin. J. Org. Chem., 2007, 27(11): 1392-1396.

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