Аннотация:
The novel C2-symmetric chiral organocatalysts of (2S,4R)-hydroxyproline containing podand type have been synthesized and evaluated in the asymmetric Biginelli reaction. Combination of polyether spacer with (2S,4R)-hydroxyproline allowed one to enhance the effect of the latter on enantioselectivity of the Biginelli reaction by a factor of 5. The best results have been achieved for salts of (2S,4R)-hydroxyproline containing podands with trifluoroacetic acid.
Образец цитирования:
O. V. Fedorova, Yu. A. Titova, I. G. Ovchinnikova, G. L. Rusinov, V. N. Charushin, “4-Hydroxyproline containing podands as new chiralcatalysts for the asymmetric Biginelli reaction”, Mendeleev Commun., 28:4 (2018), 357–358
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc1764
https://www.mathnet.ru/rus/mendc/v28/i4/p357
Эта публикация цитируется в следующих 17 статьяx:
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O. S. Borodina, E. V. Bartashevich, I. G. Ovchinnikova, O. V. Fedorova, G. L. Rusinov, “Evaluation of the effect of iminium intermediates on the stereoselectivity of the Biginelli reaction involving hydroxyproline-containing podands”, Russ Chem Bull, 72:8 (2023), 1767
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E. S. Filatova, O. V. Fedorova, I. G. Ovchinnikova, K. A. Chistyakov, G. L. Rusinov, V. N. Charushin, “Stereoselective synthesis of dihydropyrimidinethione podand in the presence of l-proline or 4-hydroxy-l-proline and metal nitrates”, Russ Chem Bull, 71:7 (2022), 1506
Deepa, M. J. Aalam, S. Singh, “Enantioselective Biginelli Reaction Catalyzed by (L)‐Prolinamide Containing Imidazolium Ionic Liquid”, ChemistrySelect, 7:5 (2022)
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Lakha V. Chopda, Pragnesh N. Dave, “Recent Advances in Homogeneous and Heterogeneous Catalyst in Biginelli Reaction from 2015‐19: A Concise Review”, ChemistrySelect, 5:19 (2020), 5552
Olga S. Borodina, Gennady I. Makarov, Ekaterina V. Bartashevich, Irina G. Ovchinnikova, Yulia A. Titova, Olga V. Fedorova, Gennady L. Rusinov, Valery N. Charushin, “Theoretical conformational studies of podands containing (2S,4R)-4-hydroxyproline moieties”, Chem Heterocycl Comp, 55:8 (2019), 755
V. K. Gavrilov, I. V. Chuchelkin, S. V. Zheglov, I. D. Firsin, A. A. Shiryaev, K. N. Gavrilov, A. V. Maximychev, A. M. Perepukhov, N. S. Goulioukina, I. P. Beletskaya, “Chiral inducers with (1R,2R)-1,2-diaminocyclohexane core for organo- and metallocatalysis”, Mendeleev Commun., 29:1 (2019), 35–37
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