A donor-acceptor cyclopropene as a dipole source for a silver(I) catalyzed asymmetric catalytic [3+3]-cycloaddition with nitrones.
Silver(I)-catalyzed asymmetric formal [3+3]-cycloaddition of nitrones with a donor-acceptor cyclopropene, formed in situ from dirhodium acetate-catalyzed dinitrogen extrusion/intramolecular cyclization of enoldiazoacetates, effectively generates 3,6-dihydro-1,2-oxazine derivatives in high yield and with exceptional stereocontrol.
Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA. mdoyle3@umd.edu.
Xinfang
X
Xu
Peter J
PJ
Zavalij
Michael P
MP
Doyle