Catalytic, enantioselective 1,3-dipolar cycloadditions of nitrile imines with methyleneindolinones

Organic and Biomolecular Chemistry

Volumn 11, Issue 45, 2013, Pages 7834-7837

  Gerten, Anthony L ^a   Slade, Michael C ^a,b   Pugh, Kelsie M ^a   Stanley, Levi M ^a  

^a IOWA STATE UNIVERSITY   (United States)

^b UNIVERSITY OF EVANSVILLE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1 ,3-DIPOLAR CYCLOADDITIONS; ENANTIOSELECTIVE; HIGH ENANTIOSELECTIVITY; METHYLENEINDOLINONES;

CYANIDES; CYCLOADDITION;

ENANTIOSELECTIVITY;

IMINE; INDOLE DERIVATIVE; NITRILE; PYRAZOLE DERIVATIVE; SPIRO COMPOUND;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; CYCLIZATION; STEREOISOMERISM; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

CATALYSIS; CRYSTALLOGRAPHY, X-RAY; CYCLIZATION; IMINES; INDOLES; MODELS, MOLECULAR; MOLECULAR STRUCTURE; NITRILES; PYRAZOLES; SPIRO COMPOUNDS; STEREOISOMERISM;

EID: 84886834909     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c3ob41815d     Document Type: Article

References (30)

1. R. Huisgen Angew. Chem., Int. Ed. Engl. 1963 2 565
2. R. Huisgen Angew. Chem., Int. Ed. Engl. 1963 2 633
3. G. Bianchi and R. Gandolfi, in 1,3-Dipolar Cycloaddition Chemistry, ed., A. Padwa, Wiley, New York, 1984, pp. 470-477
4. J. Z. Chandanshive P. B. González W. Tiznado B. F. Bonini J. Caballero C. Femoni M. C. Franchini Tetrahedron 2012 68 3319
5. M. Yildirim Y. Dürürst Tetrahedron 2011 67 3209
6. Y. Wang W. Song W. J. Hu Q. Lin Angew. Chem., Int. Ed. 2009 48 5330
7. Y. Wang C. I. Rivera Vera Q. Lin Org. Lett. 2007 9 4155
8. S. Manyem M. P. Sibi G. H. Lushington B. Neuenswander F. Schoenen J. Aube J. Comb. Chem. 2007 9 20
9. P. Conti A. Pinto L. Tamborini V. Rizzo C. De Micheli Tetrahedron 2007 63 5554
10. G. Molteni Heterocycles 2005 65 2513
11. G. Broggini I. DeMarchi M. Martinelli G. Paladino T. Pilati T. Terraneo Synthesis 2005 2246
12. J. Barluenga F. Fernández-Marí R. González E. Aguilar G. A. Revelli A. L. Viado F. J. Fañanás B. Olano Eur. J. Org. Chem. 2000 1773
13. M. P. Sibi L. M. Stanley C. P. Jasperse J. Am. Chem. Soc. 2005 127 8276
14. M. P. Sibi L. M. Stanley T. Soeta Adv. Synth. Catal. 2006 348 2371
15. A. Lévai J. Heterocycl. Chem. 2002 39 1
16. S. Kumar S. Bawa S. Drahu R. Kumar H. Gupta Recent Pat. Anti-Infect. Drug Discovery 2009 4 154
17. M. A. Rahman A. Siddiqui Int. J. Pharm. Sci. Drug Res. 2010 2 165
18. N. R. Ball-Jones J. J. Badillo A. K. Franz Org. Biomol. Chem. 2012 10 5165
19. B. M. Trost M. K. Brennan Synthesis 2009 3003
20. B. M. Trost N. Cramer S. M. Silverman J. Am. Chem. Soc. 2007 129 12396
21. X.-H. Chen Q. Wei S.-W. Luo H. Xiao L.-Z. Gong J. Am. Chem. Soc. 2009 131 13819
22. A. P. Antonchick C. Gerding-Reimers M. Catarinella M. Schürmann H. Preut S. Ziegler D. Rauh H. Waldmann Nat. Chem. 2010 2 735
23. B. Tan N. R. Candeias C. F. Barbas III J. Am. Chem. Soc. 2011 133 4672
24. H.-P. Deng Y. Wei M. Shi Org. Lett. 2011 13 3348
25. F. Zhong X. Han Y. Wang Y. Lu Angew. Chem., Int. Ed. 2011 50 7837
26. A. Awata T. Arai Chem.-Eur. J. 2012 18 8278
27. C. Guo J. Song L.-Z. Gong Org. Lett. 2013 15 2676
28. L. Hong M. Kai C. Wu W. Sun G. Zhu G. Li X. Yao R. Wang Chem. Commun. 2013 49 6713
29. A. Singh A. L. Loomer G. P. Roth Org. Lett. 2012 14 5266
30. G. Wang X. Liu T. Huang Y. Kuang L. Lin X. Feng Org. Lett. 2013 15 76