A general, enantioselective synthesis of β- And γ-fluoroamines

Tetrahedron Letters

Volumn 54, Issue 28, 2013, Pages 3627-3629

  O'Reilly, Matthew C ^a   Lindsley, Craig W ^a,b  

^a VANDERBILT UNIVERSITY   (United States)

^b VANDERBILT UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

fluoroamine; fluoroamine; Enantioselective; Organocatalysis

Indexed keywords

ALDEHYDE DERIVATIVE; AMINE;

ARTICLE; CATALYSIS; ENANTIOSELECTIVITY; SYNTHESIS;

EID: 84878753836     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2013.04.116     Document Type: Article

References (24)

1. W.K. Hagmann J. Med. Chem. 51 2008 4359 4369
2. S. Purser, P.R. Morre, S. Swallow, and V. Gouverance Chem. Soc. Rev. 37 2008 320 330
3. D. O'Hagan Chem. Soc. Rev. 37 2008 308 319
4. M. Rowley, D.J. Hallett, S. Goodacre, C. Moyes, J. Crawforth, T.J. Sparey, S. Patel, R. Marwood, S. Patel, S. Thomas, L. Hitzel, D. O'Connor, N. Szeto, J.L. Castro, P.H. Hutson, and A.M. Macleod J. Med. Chem. 44 2001 1603 1612
5. Z.-Q. Yang, J.C. Barrow, W.D. Shipe, K.S. Schlegel, Y. Shu, F.V. Yang, C.W. Lindsley, K.E. Rittle, M.G. Bock, G.D. Hartman, V.N. Uebele, C.E. Nuss, S.V. Fox, R.L. Kraus, S.M. Doran, T.M. Connolly, C. Tang, J.E. Ballard, Y. Kuo, E.D. Adarayan, Y. Prueksaritanont, M.M. Zrada, M.J. Marino, A.G. DiLella, I.J. Reynolds, H.M. Vargas, P.B. Bunting, M.M. Woltman, K.S. Koblan, and J.J. Renger J. Med. Chem. 51 2008 6471 6477
6. W.D. Shipe, J.C. Barrow, Z.-Q. Yang, C.W. Lindsley, F.V. Yang, K.S. Schlegel, Y. Shu, K.E. Rittle, M.M. Zrada, M.G. Bock, G.D. Hartman, C. Tang, J.E. Ballard, Y. Kuo, E.D. Adarayan, Y. Prueksaritanont, V.N. Uebele, C.E. Nuss, T.M. Connolly, S.M. Doran, S.V. Fox, R.L. Kraus, M.J. Marino, V.K. Graufelds, H.M. Vargas, P.B. Bunting, M. Hasbun-Manning, R.M. Evans, K.S. Koblan, and J.J. Renger J. Med. Chem. 51 2008 3692 3695
7. O.O. Fadeyi, C.W. Lindsley, and C.W. Org Lett. 11 2009 943 946
8. M.L. Schulte, C.W. Lindsley, and C.W. Org Lett. 13 2011 5684 5687
9. A.J. Creswell, S.G. Davies, J.A. Lee, P.M. Roberts, A.J. Russell, J.E. Thomson, and M.J. Tyte Org. Lett. 12 2010 2936 2939
10. P.J. Duggan, M. Johnston, and T.L. March J. Org. Chem. 75 2010 7365 7372
11. C. Appayee, and S.E. Brenner-Moyer Org. Lett. 12 2010 3356 3359
12. R.M. Malamakal, W.R. Hess, and T.A. Davis Org. Lett. 12 2010 2186 2189
13. J.A. Kalow, D.E. Schmitt, and A.G. Doyle J. Org. Chem. 77 2012 4177 4183
14. J.M. Percy Sci. Synth. 34 2005 379 416
15. O.O. Fadeyi, M.L. Schulte, and C.W. Lindsley Org. Lett. 12 2010 3276 3278
16. M.C. O'Reilly, and C.W. Lindsley Tetrahedron Lett. 53 2012 1539 1542
17. M.C. O'Reilly, and C.W. Lindsley Org. Lett. 14 2012 2910 2913
18. T.D. Beeson, and D.W.C. MacMillan J. Am. Chem. Soc. 127 2005 8826 8828
19. N. Halland, A. Braunton, S. Bachmann, M. Margio, and K.A. Jorgensen J. Am. Chem. Soc. 126 2004 4790 4791
20. M. Margio, S. Bachmann, N. Halland, A. Braunton, and K.A. Jorgensen Angew. Chem., Int. Ed. 43 2004 5507 5511
21. J.Z. Saavedra, A. Resendez, A. Rovira, S. Eagon, D. Haddenham, and B. Singaram J. Org. Chem. 77 2012 221 228
22. M.V.N. de Souza, and T.R.A. Vasconcelos Appl. Organomet. Chem. 20 2006 798 810
23. K. Koguro, T. Oga, S. Mitsui, and R. Orito Synthesis 6 1998 910 914
24. R.R. Copp, B.D. Abraham, J.G. Farnham, and T.M. Twose Org. Process Res. Dev. 15 2011 1344 1347