Intramolecular Morita-Baylis-Hillman cycloallylation reactions

ORGN 618

Marie E. Krafft, mek@chem.fsu.edu and Thomas F. N. Haxell, thaxell@chem.fsu.edu. Department of Chemistry, Florida State University, Tallahassee, FL 32306-4390
The Morita–Baylis–Hillman reaction is a three component reaction in which Michael acceptors are coupled at the alpha-position to electrophilic carbonyl compounds under the influence of a nucleophilic catalyst. Herein, we have extended this method to include intramolecular examples bearing electrophilic allylic leaving groups which provide a facile, high yielding straightforward synthesis of densely functionalized cyclic molecules.

 

New Reactions and Methodology
8:00 AM-12:00 PM, Wednesday, 16 March 2005 Convention Center -- Ballroom 20 C-D, Oral

Division of Organic Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005