Abstract
Two approaches to the synthesis of planar chiral (SMn,S)-[2-(quinolin-2-yl)cymantren-1-yl]-p-tolylsulfoxide have been developed. One of them is based on the Negishi cross-coupling reaction, while other one is based on the SNH cross-coupling.
Similar content being viewed by others
References
Ferrocenes: Homogeneous Catalysis, Eds A. Togni, T. Hayashi, VCH Weinheim, Germany, 1995, p. 531.
I. A. Utepova, O. N. Chupakhin, V. N. Charushin, Hetero-cycles, 2008, 76, 39.
O. Delacroix, J. A. Gladysz, Chem. Commun., 2003, 665.
H. Hu, W.-Y. Wu, T. Takahashi, K. Yoshida, M. Ogasawara, Eur. J. Inorg. Chem., 2017, 2, 325.
J. H. Lee, S. U. Son, Y. K. Chung, Tetrahedron Asymmetry, 2003, 14, 2109.
N. M. Loim, M. A. Kondratenko, V. I. Sokolov, J. Org. Chem., 1994, 59, 7485.
M. Ogasawara, Y.-Y. Tseng, Q. Liu, N. Chang, X. Yang, T. Takahashi, K. Kamikawa, Organometallics, 2017, 7, 1430.
W.-P. Deng, V. Snieckus, C. Metallinos, in Chiral Ferrocenes in Asymmetric Catalysis, Eds L.-X. Dai, X.-L. Hou, Wiley-VCH, Weinheim, 2010, p. 15.
Chiral Ferrocenes in Asymmetric Catalysis, Eds L.-X. Dai, X.-L. Hou, Wiley-VCH, Weinheim, Germany, 2010, p. 414.
B. Ferbera, H. B. Kagan, Adv. Synth. Catal., 2007, 349, 493.
Z. S. Han, A. M. Meyer, Y. Xu, Y. Zhang, R. Busch, S. Shen, N. Grinberg, B. Z. Lu, D. Krishnamurthy, C. H. Senanayake, J. Org. Chem., 2011, 76, 5480.
O. N. Chupakhin, I. A. Utepova, I. S. Kovalev, V. L. Rusinov, Z. A. Starikova, Eur. J. Org. Chem., 2007, 5, 857.
I. A. Utepova, A. A. Musikhina, O. N. Chupakhin, P. A. Slepukhin, Organometallics, 2011, 30, 3047.
A. A. Musikhina, I. A. Utepova, P. O. Serebrennikova, O. N. Chupakhin, V. N. Charushin, Russ. J. Org. Chem., 2013, 49, 1191.
I. A. Utepova, O. N. Chupakhin, P. O. Serebrennikova, A. A. Musikhina, V. N. Charushin, J. Org. Chem., 2014, 79, 8659.
Author information
Authors and Affiliations
Corresponding author
Additional information
This work was financially supported by the Russian Foundation for Basic Research (Project No. 20-43-660054) and by the Ministry of Education and Science of the Russian Federation (State Task No. 0836-2020-0058).
Based on the materials of the 4th Russian Conference on Medicinal Chemistry with international participation (June 9–14, 2019, Ekaterinburg, Russia).
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 0458–0460, March, 2020.
Rights and permissions
About this article
Cite this article
Chupakhin, O.N., Serebrennikova, P.O., Utepova, I.A. et al. Two approaches to the synthesis of planar chiral quinolinyl cymantrene. Russ Chem Bull 69, 458–460 (2020). https://doi.org/10.1007/s11172-020-2784-9
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-020-2784-9