Platinum-dication catalyzed cation-olefin oxidative multicyclization: Turnover via hydride abstraction by trityl cation

INOR 441

Charles A. Mullen, camullen@email.unc.edu and Michel R. Gagné. Department of Chemistry, University of North Carolina at Chapel Hill, CB #3290, Chapel Hill, NC 27599
Highly electrophilic bisphosphine Pt-dication complexes initiate the cation-olefin multicyclization of multi-ene-ol (or –amide) substrates into multicyclic structures. Use of trityl cation to abstract hydride enables turnover of this system by a net oxidative pathway at room temperature, in a fashion amenable to asymmetric catalysis. Efforts to elucidate the mechanism of this turnover step and achieve high enantioselectivity will be presented. One example of a di-ene-ol cyclization is shown below.

 

Organometallic: Catalysis
9:00 AM-12:00 PM, Monday, 11 September 2006 Moscone Center -- Room 310, Oral

Division of Inorganic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006