New chiral piperidine-based 1,3- and 1,4-amino alcohols as ligands for asymmetric synthesis

ORGN 150

Olusegum B. Olubanwo, g_oolubanwo@umassd.edu and Vesa Nevalainen, vnevalainen@umassd.edu. Department of Chemistry and Biochemistry, University of Massachusetts Dartmouth, 285 Old Westport Road, North Dartmouth, MA 02747
Chiral amino alcohols play an important role as chiral auxiliaries and ligands for asymmetric synthesis. Particularly 1,2-amino alcohols have been thoroughly studied whereas 1,3- or 1,4-analogs have been much more rarely considered. Converting chiral natural product, such as camphor, to chiral amino alcohols, has been an enduring research target for synthetic chemistry for decades. The goal of the study reported here was to synthesize and characterize 1 and 2 and the related diols 3 and 4. Furthermore, a preliminary study on the utility of these novel ligands for catalytic enantioselective syntheses will be described.

 

 

Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 PM-10:00 PM, Sunday, 10 September 2006 Moscone Center -- Hall D, Poster

Division of Organic Chemistry

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