Catalytic Generation of Activated Carboxylates from Enals: A Product-Determining Role for the Base
Stephanie S. Sohn and Jeffrey W. Bode*
*Department of Chemistry and Biochemistry, University of California-Santa
Barbara, Santa Barbara, California 93101, Email: bode
chem.ucsb.edu
S. S. Sohn, J. W. Bode, Org. Lett., 2005, 7, 3873-3876.
DOI: 10.1021/ol051269w (free Supporting Information)
see article for more reactions
Abstract
Homoenolates are generated by reaction of N-heterocycle carbenes with enals, leading to carbon-carbon bond formation or activated carboxylates depending on the used base. The design of a new triazolium precatalyst enabled the catalytic, atom-economical redox esterification of enals.
see article for more examples
K. Y.-K. Chow, J. W. Bode, J. Am. Chem. Soc., 2004, 126, 8126-8127.
Key Words
ID: J54-Y2005-1290
