Abstract
β-Trifluoromethyl α,β-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).
Original language | English (US) |
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Pages (from-to) | 5925-5929 |
Number of pages | 5 |
Journal | Journal of Organic Chemistry |
Volume | 68 |
Issue number | 15 |
DOIs | |
State | Published - Jul 25 2003 |
ASJC Scopus subject areas
- Organic Chemistry