Synthesis of P-stereogenic heterocyles via palladium-catalyzed intramolecular cyclization

INOR 288

Brian J. Anderson, brian.j.anderson@dartmouth.edu1, Tim J. Brunker1, Natalia F. Blank1, David S. Glueck, David.S.Glueck@dartmouth.edu1, and Arnold L. Rheingold2. (1) Department of Chemistry, Dartmouth College, 6128 Burke Labratory, Hanover, NH 03755, (2) Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Dr, La Jolla, CA 92093
Chiral phosphines are outstanding ligands for asymmetric catalysis, most notably in asymmetric hydrogenation. Investigation of P-stereogenic phosphines has been slowed because of the lack of a general route for their synthesis. Here we report palladium-catalyzed intramolecular asymmetric phosphination to yield an enantioenriched benzophospholane. Progress towards the novel heterocycle AcePhos by an extension of this approach to a peri-substituted naphthalene derivative will also be described.

 

Organometallic Catalysts
7:00 PM-10:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Inorganic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007