Highly cis-selective cyclopropanations with ethyl diazoacetate using a novel Rh(I) catalyst with a chelating N-heterocyclic iminocarbene ligand.
A structurally characterized Rh(I) iminocarbene complex (N,C)Rh(CO)Cl is activated with AgOTf to act as a highly cis-selective catalyst for the cyclopropanation of substituted styrenes and other alkenes with ethyl diazoacetate (11 examples, 10-99% yield, up to >99% cis-selectivity).
Rosenberg
Marianne Lenes
ML
Department of Chemistry, University of Oslo, P.O. Box 1033 Blindern, N-0315 Oslo, Norway.
Krivokapic
Alexander
A
Tilset
Mats
M
D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D002614:Chelating Agents; D003521:Cyclopropanes / Q000737:chemistry*; D003979:Diazonium Compounds / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D002614:Chelating Agents; D003521:Cyclopropanes; D003979:Diazonium Compounds; D009942:Organometallic Compounds; D012238:Rhodium; C032111:diazoacetic ester