European Journal of Organic Chemistry
10.1002/ejoc.201701485
FULL PAPER
[
1] For selected reviews of bifunctional organocatalysis, see: a) M. Kanai, N.
Kato, E. Ichikawa, M. Shibasaki, Synlett. 2005, 1491; b) S. J. Connon,
Chem. Eur. J. 2006, 12, 5418; c) T. Akiyama, J. Itoh, K. Fuchibe, Adv.
Synth. Catal. 2006, 348, 999; d) B. J. List, Chem. Rev. 2007, 107, 5413;
e) S. J. Connon, Chem. Commun. 2008, 2499; f) P. Chauhan, S. Mahajan,
U. Kaya, D. Hack, D. Enders, Adv. Synth. Catal. 2015, 357, 253; g) X.
Fang, C. Wang, Chem. Commun. 2015, 51, 1185; h) X. Zhao, B. Zhu, Z.
Jiang, Synlett. 2015, 26, 2216; i) F. E. Held, S. B. Tsogoeva, Catal. Sci.
Technol. 2016, 6, 645; j) Y.-L. Sun, Y. Wei, M. Shi, ChemCatChem 2017,
Barrulas, M. Benaglia, A. J. Burke, Tetrahedron: Asymmetry 2014, 25,
923; e) M. Isik, C. Tanyeli, J. Org. Chem. 2013, 78, 1604; f) M. Isik, M. Y.
Unver, C. Tanyeli, J. Org. Chem. 2015, 80, 828; g) J. Borges-Gonzalez, A.
Feher-Voelger, F. P. Crisostomo, E. Q. Morales, T. Martin, Adv. Synth.
Catal. 2017, 359, 576.
[7] M. Isik, H. U. Akkoca, I. M. Akhmedov, C. Tanyeli, Tetrahedron:
Asymmetry 2016, 27, 384.
[8] a) S. Wang, F. Chen, Adv. Synth. Catal. 2009, 351, 547; b) H. Yang, F.
Xiong, J. Li, F. Chen, Chin. Chem. Lett. 2013, 24, 553; c) H. Yang, F.
Xiong, X. Chen, F. Chen, Eur. J. Org. Chem. 2013, 4495; d) L. Yan, H.
Wang, W. Chen, Y. Tao, K. Jin, F. Chen, ChemCatChem 2016, 8, 2249;
e) H. Wang, L. Yan, F. Xiong, Y. Wu, F. Chen, RSC Adv. 2016, 6, 75470;
f) X. Wang, L. Xu, L. Yan, H. Wang, S. Han, Y. Wu, F. Chen, Tetrahedron
2016, 72, 1787; g) X. Wang, L. Xu, F. Xiong, Y. Wu, F. Chen, RSC Adv.
2016, 6, 37701; h) H. Wang, L. Yan, Y. Wu, F. Chen, Tetrohedron 2017,
19, 2793; i) L. Yan, H. Wang, F. Xiong, Y. Tao, Y. Wu, F. Chen,
Tetrahedron: Asymmetry 2017, 28, 921; j) Y. Wang, G. Huang, S. Hu, K.
Jin, Y. Wu, F. Chen, Tetrahedron 2017, 73, 5055.
9
, 718.
2] a) M. Xie, X. Liu, X. Wu, Y. Cai, L. Lin, X. Feng, J. Am. Chem. Soc. 2013,
35, 10026; b) S. Dong, X. Liu, X. Chen, F. Mei, Y. Zhang, B. Gao, L. Lin,
X. Feng, J. Am. Chem. Soc. 2010, 132, 10650; c) B. List, Tetrahedron
002, 58, 5573.
[
[
1
2
3] a) F. Du, J. Zhou, Y. Peng, Org. Lett. 2017, 19, 1310; b) X. Liu, Y. Wang,
D. Yang, J. Zhang, D. Liu, W. Su, Angew. Chem. Int. Ed. 2016, 55, 8100;
Angew. Chem. 2016, 128, 8232; c) M. Ryota, A. Keisuke, M. Seijiro, J.
Am. Chem. Soc. 2015, 137, 6766; d) Y.-H. Lam, K. N. Houk, J. Am. Chem.
Soc. 2014, 136, 9556; e) J. Lubkoll, H. Wennemers, Angew. Chem. Int.
Ed. 2007, 46, 6841; Angew. Chem. 2007, 119, 6965; f) J. Song, Y. Wang,
L. Deng, J. Am. Chem. Soc. 2006, 128, 6048; g) S. H. McCooey, S. J.
Connon, Angew. Chem. Int. Ed. 2005, 44, 6367; Angew. Chem. 2005,
[9] J. Alemán, A. Parra, H. Jiang, K. A. Jørgensen, Chem. Eur. J. 2011, 17,
6890.
[10] During the preparation of this manuscript, a similar work has been
reported, see: K. Sivamuthuraman, N. Kumarswamyreddy, V.
Kesavan, J. Org. Chem. 2017, 82, 10812.
117, 6525; h) J. Ye, D. J. Dixon, P. S. Hynes, Chem. Commun. 2005,
4
481; i) H. Li, Y. Wang, L. Deng, J. Am. Chem. Soc. 2004, 126, 9906.
[11] C. Cornaggia, F. Manoni, E. Torrente, S. Tallon, S. J. Connon, Org. Lett.
2012, 14, 1850.
[
4] a) V. N. Wakchaure, B. List, Angew. Chem. Int. Ed. 2010, 49, 4136;
Angew. Chem. 2010, 122, 4230; b) E. Smith, I. Schiffers, C. Bolm,
Tetrahedron, 2010, 66, 6349; c) T. Honjo, T. Tsumura, S. Sano, Y. Nagao,
K. Yamaguchi, Y. Sei, Synlett. 2009, 3279; d) T. Honjo, S. Sano, M. Shiro,
Y. Nagao, Angew. Chem. Int. Ed. 2005, 44, 5838; Angew. Chem. 2005,
[12] CCDC 1543024 contains the supplementary crystallographic data for this
paper. These data can be obtained free of charge from The Cambridge
Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
[13] a) J. M.-Contelles, M. do C. Carreiras, C. Rodríguez, M. Villarroya, A. G.
García, Chem. Rev. 2006, 106, 116; b) Y. Liu, M. Kubo, Y. Fukuyama, J.
Nat. Prod. 2012, 75, 2152; c) P. Lan, M. G. Banwell, A. C. Willis, J. Org.
Chem. 2014, 79, 2829; d) J. H. Chang, H.-U. Kang, I.-H. Jung, C.-G.
Cho, Org. Lett. 2010, 9, 2016; e) X. Yao, X. Xie, C. Wang, L. Zu, Org.
Lett. 2015, 17, 4356.
117, 5988.
[
[
5] For recent selected examples of hybrid chemistry in medicinal discovery,
see: Z. Wan, Y. Tao, Y. Wang, T. Mao, H. Yin, F. Chen, H. R. Piao, E. D.
Clercq, D. Daelemans, C. Pannecouque, Bioorg. Med. Chem. 2015, 23,
4248.
6] For selected examples of hybrid catalysts, see: a) A. F. de la Torre, D. G.
[14] H. Wang, J. Luo, X. Han, Y Lu, Adv. Synth. Catal. 2011, 353, 2971.
Rivera, M. A. B. Ferreira, A. G. Correa, M. W. Paixao, J. Org. Chem. 2013,
7
8, 10221; b) L. Weselinski, E. Slyk, J. Jurczak, Tetrahedron Lett. 2011,
2, 381; c) A. Patti, S. Pedotti, Eur. J. Org. Chem. 2014, 3, 624; d) P.
5
This article is protected by copyright. All rights reserved.