Highly Enantioselective, Catalytic Conjugate Addition of Cyanide to α,β-Unsaturated Imides
Glenn M. Sammis and Eric N. Jacobsen*
*Department of Chemistry and Chemical Biology, Harvard University,
Cambridge, Massachusetts 02138, Email:
jacobsen
chemistry.harvard.edu
G. M. Sammis, E. N. Jacobsen, J. Am. Chem. Soc., 2003, 125, 4442-4443.
DOI: 10.1021/ja034635k
Abstract
A (Salen)Al-Cl complex catalyzes the asymmetric conjugate addition of hydrogen cyanide to α,β-unsaturated imides in high yields and enantioselectivities. The cyanide adducts can readily be converted into a variety of useful chiral building blocks, including α-substituted-β-amino acids.
see article for more examples
Key Words
ID: J48-Y2003-1420
