NEW CHIRAL PROLINE-BASED CATALYSTS FOR SILICON AND ZIRCONIUM OXIDES-PROMOTED ASYMMETRIC BIGINELLI REACTION

Авторы

  • Yulia Titova Институт органического синтеза им. И.Я. Постовского УрО РАН
  • Dmitry Gruzdev Postovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch)
  • Olga Fedorova Postovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch)
  • Olga Alisienok Belarusian State Technical University
  • Anna Murashkevich Belarusian State Technical University
  • Victor Krasnov Postovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch)
  • Gennady Rusinov Postovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch); Ural Federal University named after the First President of Russia B.N. Yeltsin
  • Valery Charushin Postovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch); Ural Federal University named after the First President of Russia B.N. Yeltsin

DOI:

https://doi.org/10.1007/4339

Ключевые слова:

hydroxyproline, silica oxide, zirconium oxide, asymmetric catalysis, Biginelli reaction, nanosized oxide.

Аннотация

4-Hydroxy-(2S)-prolines bearing 3,4-dihydro-2H-1,4-benzoxazine or 1,2,3,4-tetrahydroquinoline fragments were synthesized and studied as chiral catalysts in the Biginelli reaction. The target product ethyl 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate was obtained with 54% enantiomeric excess (ee). An increase in ee values of the reaction product up to 76% was observed in the presence of nanosized oxides SiO2–ZrO2 as heterogeneous promoters.

Биография автора

Yulia Titova, Институт органического синтеза им. И.Я. Постовского УрО РАН

н.с. лаборатории гетероциклических соединений

Загрузки

Опубликован

2018-06-04

Выпуск

Том 54 № 4 (2018): Стереоселективный синтез гетероциклических соединений

Раздел

Оригинальные статьи