Enantioselective Access to Spirocyclic Sultams by Chiral Cp-x-Rhodium(III)-Catalyzed Annulations

Pham, Manh V.Cramer, Nicolai2016-04-012016-04-012016-04-01201610.1002/chem.201504998https://infoscience.epfl.ch/handle/20.500.14299/125346WOS:000369855000011Chiral spirocyclic sultams are a valuable compound class in organic and medicinal chemistry. A rapid entry to this structural motif involves a [3+2] annulation of an N-sulfonyl ketimine and an alkyne. Although the directing-group properties of the imino group for C-H activation have been exploited, the developments of related asymmetric variants have remained very challenging. The use of rhodium(III) complexes equipped with a suitable atropchiral cyclopentadienyl ligand, in conjunction with a carboxylic acid additive, enables an enantioselective and high yielding access to such spirocyclic sultams.asymmetric catalysisC-H activationchiral Cp ligandsrhodiumsultamsEnantioselective Access to Spirocyclic Sultams by Chiral Cp-x-Rhodium(III)-Catalyzed Annulationstext::journal::journal article::research article