Selectivity Control in Nitroaldol (Henry) Reaction by Changing the Basic Anion in a Chiral Copper(II) Complex Based on (<i>S</i>)-2-Aminomethylpyrrolidine and 3,5-Di-<i>tert</i>-butylsalicylaldehyde
Olga V. Khromova,
Lidiya V. Yashkina,
Nadezhda V. Stoletova,
Victor I. Maleev,
Yuri N. Belokon,
Vladimir A. Larionov
Affiliations
Olga V. Khromova
A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences (INEOS RAS), Vavilov Str. 28, Bld. 1, 119334 Moscow, Russia
Lidiya V. Yashkina
A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences (INEOS RAS), Vavilov Str. 28, Bld. 1, 119334 Moscow, Russia
Nadezhda V. Stoletova
A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences (INEOS RAS), Vavilov Str. 28, Bld. 1, 119334 Moscow, Russia
Victor I. Maleev
A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences (INEOS RAS), Vavilov Str. 28, Bld. 1, 119334 Moscow, Russia
Yuri N. Belokon
A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences (INEOS RAS), Vavilov Str. 28, Bld. 1, 119334 Moscow, Russia
Vladimir A. Larionov
A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences (INEOS RAS), Vavilov Str. 28, Bld. 1, 119334 Moscow, Russia
This article is a continuation of our previous research on the catalytic capability of a chiral copper complex based on commercially available (S)-2-aminomethylpyrrolidine and 3,5-di-tert-butylsalicylaldehyde with various counter-anions in the asymmetric Henry reaction. Our findings indicate that depending on the type of base used, chiral nitroalcohols with yields up to 98% and ee values up to 77%, as well as β-nitrostyrenes with yields up to 88%, can be produced. Additionally, it has been found that the outcome of the reaction and the catalytic properties of copper (II) complexes (S)-Cu1 and (S)-Cu2 are influenced by the structure of the aldehyde used.
