title: Efficient and stereoselective synthesis of beta-trifluoromethyl alpha,beta-unsaturated esters via iron(III) porphyrin-catalyzed olefination of ketones.
abstract: beta-Trifluoromethyl alpha,beta-unsaturated esters were efficiently prepared by reactions of fluorine-containing ketones with diazo compounds via metalloporphyrin-catalyzed olefination in the presence of triphenylphosphine. The commercially available Fe(III)(TPP)Cl (TPP: tetraphenylporphyrin) is effective for catalyzing the olefination of a variety of trifluoromethyl ketones with different diazoacetate esters under mild conditions. The reactions proceeded with high yields (up to 95% isolated yield) and high stereoselectivity (up to 99% (E)-selectivity).
authors.affiliation: Department of Chemistry, University of Tennessee, Knoxville, Tennessee 37996-1600, USA.
authors.forename: Ying
authors.initials: Y
authors.lastname: Chen
authors.forename: Lingyu
authors.initials: L
authors.lastname: Huang
authors.forename: X Peter
authors.initials: XP
authors.lastname: Zhang