PRODUCTS FROM THE ADDITION OF ACETOACETIC ESTER OR ACETYLACETONE TO 3-NITRO-2<i>Н</i>-CHROMENES – AXIALLY CHIRAL <i>trans,trans</i>-2,3,4-TRISUBSTITUTED CHROMANS AND RELATED PYRAZOLES

Authors

  • Владислав Ю. Коротаев Institute of Natural Sciences, Ural Federal University named after the first President of Russia B. N. Yeltsin, 51 Lenina Ave., Yekaterinburg 620000
  • Игорь Б. Кутяшев Institute of Natural Sciences, Ural Federal University named after the first President of Russia B. N. Yeltsin, 51 Lenina Ave., Yekaterinburg 620000
  • Алексей Ю. Барков Institute of Natural Sciences, Ural Federal University named after the first President of Russia B. N. Yeltsin, 51 Lenina Ave., Yekaterinburg 620000
  • Марина А. Ежикова I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990
  • Михаил И. Кодесс I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990
  • Вячеслав Я. Сосновских Institute of Natural Sciences, Ural Federal University named after the first President of Russia B. N. Yeltsin, 51 Lenina Ave., Yekaterinburg 620000

DOI:

https://doi.org/10.1007/2566

Keywords:

chromans, 1, 3-dicarbonyl compounds, 3-nitro-2Н-chromenes, pyrazoles, atropisomerism, nucleophilic addition

Abstract

The trans,trans-2,3,4-trisubstituted chromans, previously described by us as addition products of acetoacetic ester or acetylacetone at the activated double bond of 2-substituted 3-nitro-2Н-chromenes, are axially chiral molecules due to the hindered rotation around the C(sp3)–C(sp2) bond.

How to Cite
Korotaev, V. Yu.; Kutyashev, I. B.; Barkov, A. Yu.; Ezhikova, M. A.; Kodess, M. I.; Sosnovskikh, V. Ya. Chem. Heterocycl. Compd. 2015, 51, 704. [Khim. Geterotsikl. Soedin. 2015, 51, 704.]

For this article in the English edition see DOI 10.1007/s10593-015-1762-x

Author Biography

Вячеслав Я. Сосновских, Institute of Natural Sciences, Ural Federal University named after the first President of Russia B. N. Yeltsin, 51 Lenina Ave., Yekaterinburg 620000

Вячеслав Яковлевич Сосновских

Зав. кафедрой органической химии Института естественных наук Уральского федерального университета

Published

2015-09-11

Issue

Section

Original Papers