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Organocatalytic Stereoselective Aziridination of Imines via Ammonium Ylides

Lal Dhar S. Yadav*, Ritu Kapoor, Garima

*Green Synthesis Lab, Department of Chemistry, University of Allahabad, Allahabad 211002, India, Email: ldsyadavhotmail.com

L. D. S. Yadav, R. Kapoor, Garima, Synlett, 2009, 3123-3126.

DOI: 10.1055/s-0029-1218342 (free Supporting Information)


Abstract

The tertiary amine DABCO catalyzes the reaction of imines with phenacyl bromide derivatives to afford functionalized aziridines in high yields and stereoselectivities in a one-pot process - including the formation of ylides and their precursors.

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proposed mechanism



Key Words

aziridines, imines, nitrogen heterocycles, organocatalysis, stereoselective reaction, ylides


ID: J60-Y2009-3410