Convergent Synthesis of a Complex
Oxime Library Using Chemical Domain
Shuffling
Shun Su,Dayle E. Acquilano,Jeevanandam Arumugasamy,Aaron B. Beeler,
Erin L. Eastwood,Joshua R. Giguere,Ping Lan,Xiaoguang Lei,Geanna K. Min,
Adam R. Yeager,Ya Zhou,James S. Panek,John K. Snyder,
Scott E. Schaus,* andJohn A. Porco, Jr.*
Department of Chemistry and Center for Chemical Methodology and Library
Development, Boston University, 590 Commonwealth Avenue,
Boston, Massachusetts 02215
porco@bu.edu; seschaus@bu.edu
Received May 4, 2005
Abstract:
The synthesis of a complex hybrid oxime library is reported utilizing convergent ligation of alkoxyamine and carbonyl monomers via "chemical
domain shuffling". Initial biological screening of the library against human small cell lung carcinoma (A549) cells led to the identification of
a novel hybrid dimer in contrast to the corresponding monomeric compounds which were found to be inactive.