Synthesis and reactivity of rhodium(II) N-triflyl azavinyl carbenes.
Highly reactive rhodium(II) N-trifluoromethylsulfonyl azavinyl carbenes are formed in situ from NH-1,2,3-triazoles, triflic anhydride, and rhodium carboxylates. They rapidly and selectively react with olefins, providing cyclopropane carboxaldehydes and 2,3-dihydropyrroles in generally excellent yields and high enantio- and diastereoselectivity.
Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
Neil
N
Grimster
Li
L
Zhang
Valery V
VV
Fokin
D008697:Methane / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry
D014230:Triazoles; C030011:carbene; D012238:Rhodium; D008697:Methane