6533b833fe1ef96bd129ca07

RESEARCH PRODUCT

ChemInform Abstract: Rhodium(III)-Catalyzed Ring-Opening of Strained Olefins Through C-H Activation of O-Acetyl Ketoximes: An Efficient Synthesis of trans-Functionalized Cyclopentenes and Spiro[2.4]heptenes.

Petri M. PihkoKokkuvayil Vasu RadhakrishnanKokkuvayil Vasu RadhakrishnanP. PreethanujPraveen PrakashE. JijyS. SaranyaSunil VarugheseM. ShimiM. Shimi

subject

chemistry.chemical_compoundchemistryBicyclic moleculeArylchemistry.chemical_elementOrganic chemistryStereoselectivityGeneral MedicineAryl ketoneRing (chemistry)Medicinal chemistryRhodiumCatalysis

description

An efficient strategy for the stereoselective synthesis of functionalized cyclopentenes and spiro[2.4]heptenes from strained olefins via C–H activation of aryl ketone O-acetyl ketoximes using [RhCl2Cp∗]2 catalyst is described. The results revealed that a wide range of readily accessible aryl and heteroaryl ketoximes are compatible in this method for the ring opening of bicyclic and spirotricyclic olefins.

https://doi.org/10.1002/chin.201416064