6533b855fe1ef96bd12b093f

RESEARCH PRODUCT

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

P. PreethanujKokkuvayil Vasu RadhakrishnanKokkuvayil Vasu RadhakrishnanPraveen PrakashS. SaranyaSunil VarughesePetri M. PihkoM. ShimiM. ShimiE. Jijy

subject

Bicyclic moleculeChemistryArylOrganic Chemistrychemistry.chemical_elementAryl ketoneRing (chemistry)BiochemistryMedicinal chemistryRhodiumCatalysischemistry.chemical_compoundDrug DiscoveryCyclopenteneStereoselectivityta116

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/10.1016/j.tetlet.2013.10.089