Reactivity of alicyclic 1,5,9-triketones toward five-, six-, and seven-membered rings in acidic medium. Stereochemistry of intramolecular cyclization products

Author:

Akimova Taisia I.,Soldatkina Olga A.,Gerasimenko Andrey V.,Savchenko Vyacheslav G.,Kapustina Alevtina A.

Publisher

Springer Science and Business Media LLC

Subject

Organic Chemistry

Reference28 articles.

1. Akimova, T.; Vysotskii, V.; Slabko, O. 1,5-Dikarbonil'nye soedineniya v organicheskom sinteze: poluchenie, khimicheskaya spetsifika, sinteticheskii potentsial (1,5-Dicarbonyl compounds in organic synthesis: preparation, chemical properties, synthetic potential [in Russian]); Palmarium Academic Publishing, 2017.

2. (a) Tilichenko, M. N. Yezhegodnik Saratov. un-ta 1954, 500. (b) Colonge, J.; Dreux, J.; Delplace, H. Bull. Soc. Chim. Fr. 1956, 1635. (c) Plešek, J.; Munk, P. Collect. Czech. Chem. Commun. 1957, 22, 1596. (d) Birkofer, L.; Kim, S. M.; Engels, H. D. Chem. Ber. 1962, 95, 1495. (e) Tilichenko, M. N. J. Org. Chem. USSR 1966, 2, 1593. [Zh. Org. Khim. 1966, 2, 1615.]

3. (а) Akimova, T. I.; Kosenko, S. V.; Tilichenko, M. N. Zh. Org. Khim. 1990, 26, 2456. b Akimova, T. I.; Kosenko, S. V.; Tilichenko, M. N. Zh. Org. Khim. 1991, 27, 2553. b Newton, G. M.; Hill, R. K. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1994, C50, 1969. c Akimova, T. I.; Nesterov, V. V.; Antipin, M. Yu.; Vysotskii, V. I. Chem. Heterocycl. Compd. 1999, 35, 1299. [Khim. Geterotsikl. Soedin. 1999, 1491]. d Pilato, M. L.; Catalano, V. L.; Bell, T. W. J. Org. Chem. 2001, 66, 1525. e Ivanenko, Zh. A.; Akimova, T. I.; Gerasimenko, A. V. Issledovano v Rossii 2001, 1510.

4. (а) Akimova, T. I.; Kravchenko, N. S.; Denisenko, V. A. Tetrahedron 2008, 64, 4204. b Kravchenko, N. S.; Denisenko, V. A.; Akimova, T. I. Helv. Chim. Acta 2009, 92, 1282. c Akimova, T. I.; Kravchenko, N. S.; Gerasimenko, A. V.; Denisenko, V. A.; Vysotskii, V. I. Tetrahedron Lett. 2012, 53, 5933.

5. Vysotskii, V. I. Russ. J. Org. Chem. 2001, 37, 1068. [Zh. Org. Khim. 2001, 37, 1126.] (b) Akimova, T. I.

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