Expanding skeletal diversity using functionalized indane scaffolds

ORGN 904

Sarathy Kesavan, sarathy@bu.edu, James S. Panek, panek@chem.bu.edu, and John A. Porco Jr., porco@bu.edu. Department of Chemistry and Center for Chemical Methodology and Library Development (CMLD-BU), Boston University, 24 Cummington Street, Boston, MA 02215
Indanes belong to a class of privileged scaffolds that are prevalent in biologically active molecules. As part of our general interest in synthesizing complex chemical libraries, we have initiated a project involving synthesis and diversification of indane scaffolds. Commercially available 2-bromobenzaldehydes were converted to variety of stereochemically well-defined and densely functionalized indane scaffolds through a crotylation-Heck reaction sequence. The parent scaffolds were further modified to generate molecular frameworks with skeletal, functional, and stereochemical diversity. This presentation will focus on the synthesis of parent indane scaffolds and studies towards generation of a focused chemical library.
 

Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 AM-12:00 PM, Thursday, 14 September 2006 Moscone Center -- Room 132, Oral

Division of Organic Chemistry

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