Rearrangements accompanying fluorination of 2-amino alcohols and 1,2-diols with Deoxo-Fluor™

Journal of Fluorine Chemistry

Volumn 125, Issue 12, 2004, Pages 1869-1872

  Ye, Chengfeng ^a   Shreeve, Jean'ne M ^a  

^a UNIVERSITY OF IDAHO   (United States)

Author keywords

Amino alcohols; Deoxo Fluor ; Diols; Fluorination; Rearrangement

Indexed keywords

ALCOHOL DERIVATIVE; AMINOALCOHOL; BIS(2 METHOXYETHYL)AMINOSULFUR TRIFLUORIDE; FLUORIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION KINETICS; FLUORINATION; REACTION ANALYSIS;

EID: 11444266887     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2004.06.013     Document Type: Article

References (19)

1. J.A. Wilkinson Chem. Rev. 92 1996 505 519 (and references therein)
2. T. Umemoto Chem. Rev. 96 1996 1757 1778
3. S.D. Taylor, C.C. Kotoris, and G. Hum Tetrahedron 55 1999 12431 12477
4. R.P. Singh, and J.M. Shreeve Synthesis 2002 2561 2578
5. R.E. Banks B.E. Smart J.C. Tatlow Organofluorine Chemistry: Principles and Commercial Applications 1994 Plenum Press New York
6. K. Dax, and M. Albert Top. Curr. Chem. (Glycosci.) 215 2001 193 275
7. G.S. Lal, G.P. Pez, R.J. Pesaresi, F.M. Prozonic, and H. Cheng J. Org. Chem. 64 2002 7048 7054
8. L. Somekh, and A. Shanzer J. Am. Chem. Soc. 104 1982 5836 5837
9. D.J. Hallett, U. Gerhard, S.C. Goodacre, L. Hitzel, T.J. Sparey, S. Thomas, M. Rowley, and R.G. Ball J. Org. Chem. 65 2000 4984 4993
10. P. Lakshmipathi, D. Gree, and R. Gree Org. Lett. 4 2002 451 454
11. Y. Vera-Ayoso, P. Borrachero, F. Cabrera-Escribano, A.T. Carmona, and M. Gomez-Guillen Tetrahedron Asym. 15 2004 429 444
12. G.R. Krow, G. Lin, K.P. Moore, A.M. Thomas, C. DeBrosse, C.W. Ross III, and H.G. Ramjit Org. Lett. 6 2004 1669 1672
13. R.P. Singh, and J.M. Shreeve J. Fluorine Chem. 116 2002 23 26
14. K. Dax, Technical University Graz, Private Communication.
15. J.J. Posakony, and T.J. Tewson Synthesis 2002 766 770
16. R.P. Singh, and J.M. Shreeve Org. Lett. 3 2001 2713 2715
17. J. Bornstein Chem. Ind. (London, United Kingdom) 1959 1193 1194
18. T.B. Patrick, and S. Qian Org. Lett. 2 2000 3359 3360
19. M. Hudlicky J. Fluorine Chem. 36 1987 373 384