Janka Mesfin, He Wei, Haedicke Inga E, Fronczek Frank R, Frontier Alison J, Eisenberg Richard
Department of Chemistry, University of Rochester, Rochester, New York 14627, USA.
J Am Chem Soc. 2006 Apr 26;128(16):5312-3. doi: 10.1021/ja058772o.
The first examples of a tandem Nazarov cyclization/Michael addition process are described. The sequence is efficiently catalyzed by Ir[Me(CO)(dppe)(DIB)]2+ and occurs with high diastereoselectivity, creating three contiguous stereocenters. The mechanistic factors controlling the reactivity and diastereoselectivity are discussed.