Paper
Pyridinium ylide-assisted one-pot two-step tandem synthesis of polysubstituted cyclopropanes.
Published Jul 15, 2009 · Qifang Wang, Xiao-Kai Song, Jiao Chen
Journal of combinatorial chemistry
84
Citations
1
Influential Citations
Abstract
A sequential one-pot two-step tandem reaction for efficient synthesis of polysubstituted cyclopropanes has been developed. The three-component reaction of alpha-halogenated methylene compounds, aromatic aldehydes, and acetonitrile derivatives produced first the intermediates pyridinium salts and electron-deficient olefins, followed by cyclopropanation of pyridinium ylide with electron-deficient olefins in situ to afford polysubstituted cyclopropanes. Target compounds were obtained in high yields and were diastereomerically pure after recrystallization.
This one-pot two-step tandem reaction efficiently synthesizes polysubstituted cyclopropanes in high yields and diastereomerically pure form, with pyridinium ylide acting as a catalyst.
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