Enantioselective and facially selective carbomagnesation of cyclopropenes

ORGN 642

Wei Luo and Joseph M. Fox. Department of Chemistry and Biochemistry, University of Delaware, 263 Brown Lab, Newark, DE 19716
In this poster presentation, a new enantioselective method will be described for adding carbon nucleophiles to cyclopropenes. The combination of a prochiral center, a Grignard reagent and an electrophile create three new chiral centers in diastereo-selective reaction with up to 96%ee. The new reaction is diversity and friendly, and provides the opposite diasteroselectivity that is obtained with the Davies system for asymmetric cyclopropanation.