Highly Enantioselective, Catalytic Epoxidation of Trisubstituted Olefins
Bridget D. Brandes and Eric N. Jacobsen
*Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford
Street, Cambridge, Massachusetts 02138, Email: jacobsenchemistry.harvard.edu
B. D. Brandes, E. N. Jacobsen, J. Org. Chem., 1994, 59, 4378-4380.
DOI: 10.1021/jo00095a009
Abstract
Chiral (salen)Mn(III) complexes are highly selective catalysts for the asymmetric epoxidation of several cyclic and acyclic trisubstituted olefins. Addition of a catalytic amount of pyridine N-oxide derivatives has a slight beneficial effect on enantioselectivity, reaction rate and product yield.
see article for more examples
Highly enantioselective epoxidation catalysts derived from 1,2-diaminocyclohexane
E. N. Jacobsen, W. Zhang, A. R. Muci, J. R. Ecker, L. Deng, J. Am. Chem. Soc., 1991, 113, 7063-7064.
Key Words
Jacobsen Epoxidation, Manganese, Bleach
ID: J42-Y1994-540