Organocatalytic enantio- and diastereoselective assembly of thiazolidine scaffolds by formal [3+2] annulation

Asian Journal of Organic Chemistry

Volumn 3, Issue 4, 2014, Pages 387-390

  Qian, Hui ^a   Sun, Jianwei ^a  

^a HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Hong Kong)

Author keywords

Annulation; Cinchona alkaloids; Organocatalysis; Quinidines; Thiazolidines

Indexed keywords

EID: 84899024612     PISSN: 21935807     EISSN: 21935807     Source Type: Journal    
DOI: 10.1002/ajoc.201400025     Document Type: Article

References (19)

1. For a review on biological activities of thiazolidines, see: Y. Pandey, P. K. Sharma, N. Kumar, A. Singh, Int. J. PharmTech Res. 2011, 3, 980.
2. V. Gududuru, E. Hurh, J. T. Dalton, D. D. Miller, J. Med. Chem. 2005, 48, 2584;
3. A. Bertamino, M. Soprano, S. Musella, M. R. Rusciano, M. Sala, E. Vernieri, V. D. Sarno, A. Limatola, A. Carotenuto, S. Cosconati, P. Grieco, E. Novellino, M. Illario, P. Campiglia, I. Gomez-Monterrey, J. Med. Chem. 2013, 56, 5407;
4. M. I. L. Soares, A. F. Brito, M. Laranjo, J. A. Paixao, M. F. Botelho, T. M. V. D. P. e Melo, Eur. J. Med. Chem. 2013, 60, 254.
5. M. Calmes, F. Escale, F. Paolini, Tetrahedron: Asymmetry 1997, 8, 3691.
6. F. D. Deroose, P. J. DeClercq, J. Org. Chem. 1995, 60, 321;
7. M. Seki, Y. Mori, M. Hatsuda, S.-i. Yamada, J. Org. Chem. 2002, 67, 5527;
8. S. P. Chavan, A. G. Chittiboyina, T. Ravindranathan, S. K. Kamat, U. R. Kalkote, J. Org. Chem. 2005, 70, 1901;
9. J. D. White, T.-S. Kim, M. Nambu, J. Am. Chem. Soc. 1997, 119, 103;
10. T. L. Suyama, W. H. Gerwick, Org. Lett. 2008, 10, 4449.
11. C. J. O'Connor, M. D. Roydhouse, A. M. Przybyl, M. D. Wall, J. M. Southern, J. Org. Chem. 2010, 75, 2534;
12. A. Barco, N. Baricordi, S. Benetti, C. DeRisi, G. P. Pollini, Tetrahedron Lett. 2006, 47, 8087;
13. G. Koza, M. Calci, Tetrahedron 2011, 67, 8679;
14. N. Baricordi, S. Benetti, V. Bertolasi, C. DeRisi, G. P. Pollini, F. Zamberlan, V. Zanirato, Tetrahedron 2012, 68, 208.
15. J. Tang, D. Q. Xu, A. B. Xia, Y. F. Wang, J. R. Jiang, S. P. Luo, Z. Y. Xu, Adv. Synth. Catal. 2010, 352, 2121;
16. S.-W. Duan, Y. Li, Y.-Y. Liu, Y.-Q. Zou, D.-Q. Shi, W.-J. Xiao, Chem. Commun. 2010, 48, 5160;
17. J.-B. Ling, Y. Su, H.-L. Zhu, G.-Y. Wang, P.-F. Xu, Org. Lett. 2012, 14, 1090;
18. N. Baricordi, S. Benetti, C. DeRisi, M. Fogagnolo, G. P. Pollini, V. Zanirato, Lett. Org. Chem. 2009, 6, 593.
19. Our previous effort in chiral amine catalysis: H. Qian, X. Yu, J. Zhang, J. Sun, J. Am. Chem. Soc. 2013, 135, 18020.