Enantioselective organocatalyzed Henry reaction with fluoromethyl ketones.
Remarkable generality in scope of new C9-benzoylcupreines bearing electron-withdrawing substituents for the nitroaldol condensation with fluoromethyl ketones is presented. Both tri- and difluoromethyl ketones provided excellent levels of stereoinduction (ee 76-99%) under mild reaction conditions and low loading of catalyst (1-5 mol%).
Bandini
Marco
M
Dipartimento di Chimica G. Ciamician, Università di Bologna, Via Selmi 2, 40126, Bologna, Italy. marco.bandini@unibo.it
Sinisi
Riccardo
R
Umani-Ronchi
Achille
A
D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D009574:Nitro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000438:Alcohols; D007659:Ketones; D009574:Nitro Compounds