Synthesis of tertiary carbinamines

Tetrahedron

Volumn 68, Issue 12, 2012, Pages 2696-2703

  Kamau, Muthoni G ^a   Harikrishnan, Lalgudi S ^a   Finlay, Heather J ^a   Qiao, Jennifer X ^a   Jiang, Ji ^a   Poss, Michael A ^a   Salvati, Mark E ^a   Wexler, Ruth R ^a   Lawrence, R Michael ^a  

^a BRISTOL MYERS SQUIBB   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1 (5 CHLOROPYRIDIN 2 YL) 1 [3 FLUORO 5 (TRIFLUOROMETHYL)PHENYL] 2 (2 FLUOROPHENYL)ETHANAMINE; 1 (5 CHLOROPYRIDIN 2 YL) 1 [3 FLUORO 5 (TRIFLUOROMETHYL)PHENYL] 2 (3 METHYLISOXAZOL 5 YL)ETHANAMINE; 1 (5 CHLOROPYRIDIN 2 YL) 1 [3 FLUORO 5 (TRIFLUOROMETHYL)PHENYL] 2 (4 METHYLTHIAZOL 2 YL)ETHANAMINE; 1 (5 CHLOROPYRIDIN 2 YL) 1 [3 FLUORO 5 (TRIFLUOROMETHYL)PHENYL] 2 (PYRIDIN 2 YL)ETHANAMINE; 1 (5 CHLOROPYRIDIN 2 YL) 1 [3 FLUORO 5 (TRIFLUOROMETHYL)PHENYL] 2 PHENYLETHANAMINE; 1 (5 CHLOROPYRIDIN 2 YL) 2 PHENYL 1 [3 (TRIFLUOROMETHOXY)PHENYL]ETHANAMINE; 1 [3 FLUORO 5 (TRIFLUOROMETHYL)PHENYL] 1 (5 METHYLFURAN 2 YL) 2 PHENYLETHANAMINE; 1 [3 FLUORO 5 (TRIFLUOROMETHYL)PHENYL] 1 (6 METHOXYPYRIDIN 3 YL) 2 PHENYLETHANAMINE; 1 [3 FLUORO 5 (TRIFLUOROMETHYL)PHENYL] 2 PHENYL 1 (THIAZOL 2 YL)ETHANAMINE; 1 [3 FLUORO 5 (TRIFLUOROMETHYL)PHENYL] 2 PHENYL 1 [4 (TRIFLUOROMETHYL)PYRIDIN 2 YL]ETHANAMINE; 1 [3,5 BIS(TRIFLUOROMETHYL)PHENYL] 1 (5 CHLOROPYRIDIN 2 YL) 2 PHENYLETHANAMINE; 1 PHENYL 2 (PYRIDIN 2 YL)HEXAN 2 AMINE; 2 (2 CHLORO 4 FLUOROPHENYL) 1 (5 CHLOROPYRIDIN 2 YL) 1 [3 FLUORO 5 (TRIFLUOROMETHYL)PHENYL]ETHANAMINE; 2 (2 FLUOROPHENYL) 1 PHENYLHEXAN 2 AMINE; 2 (3 FLUOROPHENYL) 1 PHENYLHEXAN 2 AMINE; 3 [2 AMINO 2 (5 CHLOROPYRIDIN 2 YL) 2 [3 FLUORO 5 (TRIFLUOROMETHYL)PHENYL]ETHYL]BENZONITRILE; METHYL 3 (5 CHLOROPYRIDIN 2 YL) 3 (3 CYCLOPENTYLUREIDO) 3 [3 FLUORO 5 (TRIFLUOROMETHYL)PHENYL]PROPANOATE; METHYLAMINE; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CHIRALITY; ONE POT SYNTHESIS; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 84857636656     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2012.01.050     Document Type: Article

References (16)

1. Mcgaughey, G. B.; Nantermet, P. G.; Rajapakse, H. A.; Stauffer, S. R. U.S. Patent WO2,006,078,577 A1.
2. Price, W. A., Jr. U.S. Patent 4,001,425 A.
3. M.F. Asaro, I. Nakayama, and R.B. Wilson Jr. J. Org. Chem. 57 1992 778 782
4. A.W. Shaw, and S.J. deSolms Tetrahedron Lett. 42 2001 7173 7176
5. D.H. Hua, S.W. Miao, J.S. Chen, and S. Iguchi J. Org. Chem. 56 1991 4 6
6. F. Barbot, and L. Miginiac Synth. Commun. 27 1997 2601 2614
7. T. Imamoto, T. Kusumoto, Y. Tawarayama, Y. Sugiura, T. Mita, Y. Hatanaka, and M. Yokoyama J. Org. Chem. 49 1984 3904 3912
8. T. Imamoto, N. Takiyama, K. Nakamura, T. Hatajima, and Y. Kamiya J. Am. Chem. Soc. 111 1989 4392 4398
9. Z.M. Sun, S.P. Chen, and P. Zhao Chem. - Eur. J. 16 2010 2619 2627
10. B. Dhudshai, J. Tiburcio, and A.N. Thadani Chem. Commun. 2005 5551 5553
11. F.A. Davis, A. Paul, and P.A. Mancinelli J. Org. Chem. 42 1977 398 399
12. B.H. Lipshutz, B. Huff, and W. Vaccaro Tetrahedron Lett. 27 1986 4241 4244
13. G. Lui, D.A. Cogan, and J.A. Ellman J. Am. Chem. Soc. 119 1997 9913 9914
14. G. Lui, D.A. Cogan, T.D. Owens, T.P. Tong, and J.A. Ellman J. Org. Chem. 64 1999 1278 1284
15. O. Tomashenko, V. Sokolov, A. Tomashevskiy, and A. de Meijere Synlett 2007 652 654
16. R. Wang, B.T. Gregg, W. Zhang, K.C. Golden, J.F. Quinn, P. Cui, and D.O. Tymoshenko Tetrahedron Lett. 50 2009 7070 7073