Enantioselective synthesis of cyclopropylphosphonates containing quaternary stereocenters using a D2-symmetric chiral catalyst Rh2(S-biTISP)2.
[reaction: see text] Rh(2)(S-biTISP)(2)-catalyzed reactions of dimethyl aryldiazomethylphosphonates generate donor/acceptor-substituted rhodium carbenoid intermediates capable of cyclopropanation of styrenes in high yields (85-96%), diastereoselectivity (> or =98% de), and enantioselectivity (76-92% ee).
Davies
Huw M L
HM
Department of Chemistry, University at Buffalo, The State University of New York, Buffalo, New York 14260-3000, USA. hdavies@acsu.buffalo.edu
Lee
Gene H
GH