PMID: 11902873Mar 21, 2002Paper

Asymmetric catalysis of hetero-ene reactions with tridentate Schiff base chromium(III) complexes

Journal of the American Chemical Society
Rebecca T Ruck, Eric N Jacobsen

Abstract

Tridentate Schiff base chromium(III) complex 1 catalyzes the asymmetric hetero-ene reaction between aryl aldehydes and either 2-methoxypropene or 2-trimethylsilyloxypropene to provide a series of beta-hydroxyenol ether products in high yields and enantioselectivities. X-ray crystallographic analysis of a closely related chromium complex reveals a bridged, dimeric structure bearing aquo-bound six-coordinate Cr(III) centers. A mechanism is proposed wherein water dissociation is effected by means of a chemical desiccant (BaO or silyl enol ether), thereby revealing the site for aldehyde complexation.

Citations

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