Asymmetric Morita-Baylis-Hillman Reactions Catalyzed by Chiral Brønsted Acids
Nolan T. McDougal and Scott E. Schaus*
*Department of Chemistry, Metcalf Center for Science and Engineering, Boston
University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, Email:
seschaus
chem.bu.edu
N. T. McDougal, S. E. Schaus, J. Am. Chem. Soc., 2003, 125, 12094-12095.
DOI: 10.1021/ja037705w
see article for more reactions
Abstract
Chiral BINOL-derived Brønsted acids catalyze a highly enantioselective asymmetric Morita-Baylis-Hillman (MBH) reaction of cyclohexenone with aldehydes. The reaction requires 2-20 mol% of the chiral Brønsted acid and triethylphosphine as the nucleophilic promoter.
see article for more examples
Key Words
Baylis-Hillman reaction, Cyclohexenones
ID: J48-Y2003-1600
