Organocatalytic enantioselective synthesis of metabotropic glutamate receptor ligands

ORGN 319

Carlos F. Barbas III, carlos@scripps.edu1, Jeff T. Suri, jsuri@scripps.edu2, and Derek D. Steiner2. (1) Departments of Chemistry and Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, (2) Departments of Chemistry and Molecular Biology and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037
The enantioselective syntheses of metabotropic glutamate receptor ligands, (S)-AIDA and (S)-APICA are described. The direct organocatalytic amination of various indane carboxaldehydes was the key step allowing for the multi-gram preparation of the corresponding adducts in >99% ee.

 

Asymmetric Reactions and Syntheses
1:00 PM-5:00 PM, Monday, 14 March 2005 Convention Center -- Room 11A, Oral

Division of Organic Chemistry

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