Enantioselective Direct Alkynylation of Ketones Catalyzed by Chiral CCN Pincer Rh(III) Complexes.

Abstract

A direct asymmetric alkynylation of ketones with new chiral CCN Rh catalysts containing N-heterocyclic carbene and oxazoline hybrid ligands is described. The catalytic reaction of fluoroalkyl-substituted ketones, ArCOCF2 X (X=F, Cl, H), with aromatic and aliphatic alkynes yielded the corresponding chiral propargyl alcohols with high enantioselectivity. Control and kinetic experiments suggested a bis(alkynyl) Rh intermediate as the active species for the C-C bond-forming step.

DOI: 10.1002/chem.201603754

Cite this paper

@article{Ito2016EnantioselectiveDA, title={Enantioselective Direct Alkynylation of Ketones Catalyzed by Chiral CCN Pincer Rh(III) Complexes.}, author={Jun-Ichi Ito and Shino Ubukata and Shun Muraoka and Hisao Nishiyama}, journal={Chemistry}, year={2016}, volume={22 47}, pages={16801-16804} }