Approaches to catalyzing the cation-olefin multicyclization reaction

ORGN 452

Michel R. Gagné, Jeffrey W. Anthis, Jeong Hwan Koh, Cheryl M. Mascarenhas, and Jeremy Feducia. Department of Chemistry, University of North Carolina at Chapel Hill, CB#3290, Chapel Hill, NC 27599
A new family of highly electrophilic late-metal complexes for initiating the cation-olefin multicyclization reaction will be described. A family of palladium and platinum complexes capable of initiating the diastereoselective cyclization of di-ene-ol and di-ene-amide compounds into multicyclic (6.6, and 6.5) structures will be described. Efforts to convert these stoichiometric processes into non-oxidative, catalytic, cyclization reactions will also be described; along with tri- and tetra-ene compounds. An example of the cyclization of a di-ene-ol with a (PNP)Pd2+ catalyst initiator is shown below.

 

Physical Organic, Materials, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Tuesday, September 9, 2003 Hilton New York -- Americas Hall 1, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, September 8, 2003 Javits Convention Center -- North Pavillion, Sci-Mix

Division of Organic Chemistry
The 226th ACS National Meeting, New York, NY, September 7-11, 2003