Highly chemo- and diastereoselective addition of diethylzinc through intramolecular autoactivation of enantiopure 2-acyl-1-formylferrocene: application to the synthesis of optically pure 1,2-diacylferrocenes |
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Affiliation: | 1. Université de Toulouse, UPS, LHFA, 118 route de Narbonne, F-31062 Toulouse, Cedex 9, France;2. CNRS, LHFA UMR 5069, F-31062 Toulouse, Cedex 9, France;3. Departamento de Química Inorgánica, Facultad de Química, Universidad Nacional Autónoma de México, Av. Universidad 3000, 04510 México DF, Mexico |
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Abstract: | The enantiomerically pure 1,2-diacylferrocenes (+)-(R)-10–12 (ee>99%) were synthesized from (N,N-dimethylaminomethyl)ferrocene via enantiomerically pure 2-acyl-1-formylferrocene (+)-(R)-4–6. A novel methodology was performed using the chemo- and diastereoselective addition of diethylzinc to the formyl function through an intramolecular autoactivation. |
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