Palladium-Catalyzed Addition of Alkynes to Cyclopropenes: An Entry to Stereodefined Alkynylcyclopropanes
Alphonse Tenaglia*, Karel Le Jeune, Laurent Giordano and Gerard Buono
*Aix-Marseille Universite, ECM-UMR 6263, ISM2, Av. Escadrille
Normandie-Niemen, 13397 Marseille cedex 20, France, Email: alphonse.tenaglia
univ-cezanne.fr
A. Tenaglia, K. Le Jeune, L. Giordano, G. Buono, Org. Lett., 2011, 13, 636-639.
DOI: 10.1021/ol1028833
see article for more reactions
Abstract
A highly diastereoselective addition of terminal alkynes to unsymmetrical gem-disubstituted cyclopropenes to give alkynylcyclopropanes in good to excellent yields is catalyzed by the Herrmann-Beller phosphapalladacycle. The stereofacial discrimination at the approach of the bulky alkynylpalladium species is believed to be responsible for the diastereoselectivity control of the addition reaction.
see article for more examples
Key Words
Cyclopropylation, Alkynylation
ID: J54-Y2011-0340
