Enantioselective Friedel-Crafts alkylations of α, β-unsaturated 2-acyl imidazoles catalyzed by bis (oxazolinyl) pyridine-scandium (III) triflate complexes

DA Evans, KR Fandrick, HJ Song

Index: Evans, David A.; Fandrick, Keith R.; Song, Hyun-Ji Journal of the American Chemical Society, 2005 , vol. 127, # 25 p. 8942 - 8943

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Citation Number: 248

Abstract

An enantioselective Friedel-Crafts alkylation with α, β-unsaturated 2-acyl imidazoles and electron-rich aromatic nucleophiles catalyzed by bis (oxazolinyl) pyridine-scandium (III) triflate complexes has been accomplished. These α, β-unsaturated 2-acyl imidazoles are effective electrophiles for the Friedel-Crafts reaction. The resulting adduct 2-acyl imidazole is easily converted to amides, esters, carboxylic acids, ketones, and aldehydes by ...