Remarkable reversal of the non-linear effect in the catalytic enantioselective allylic oxidation of cyclohexene using copper proline complexes and t-butyl hydroperoxide

Autor: Zondervan, Charon, Feringa, Ben L.
Zdroj: Tetrahedron: Asymmetry; July 1996, Vol. 7 Issue: 7 p1895-1898, 4p
Abstrakt: Several examples of efficient catalytic conversions of cyclohexene to optically active 2-cyclohexenyl propionate are reported using t-butyl hydroperoxide as oxidant. With the bis (S)-prolinato copper(II) complex enantioselectivities up to 63% with good conversions were obtained. A negative non-linear ligand effect was observed. Addition of catalytic amounts of anthraquinone resulted in a higher enantioselectivity as well as a reversal of the non-linear effect.
Databáze: Supplemental Index