The role of organic fluorine in directing alkylation reactions via lithium chelation

Journal of Fluorine Chemistry

Volumn 125, Issue 11 SPEC. ISS., 2004, Pages 1779-1790

  Tenza, Kenny ^a   Northen, Julian S ^b   O'Hagan, David ^a   Slawin, Alexandra M Z ^a  

^a UNIVERSITY OF ST ANDREWS   (United Kingdom)

^b Onyx Scientific Ltd   (United Kingdom)

Author keywords

Diastereoselectivity; Lithium enolates; Organic fluorine

Indexed keywords

ESTER; FLUORINE; HYDROGEN; LITHIUM; METHYL GROUP; METHYL IODIDE; ORGANIC COMPOUND; OXYGEN;

ALKYLATION; CHELATION; CONFERENCE PAPER; CRYSTAL; METHYLATION; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 9944223384     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2004.09.015     Document Type: Conference Paper

References (19)

1. D.A. Evans J.D. Morrison Asymmetric Synthesis vol. 3 1984 Academic Press New York (Chapters 1 and 2)
2. D.A. Evans, M.D. Ennis, and D.J. Mathre J. Am. Chem. Soc. 104 1982 1737 1739
3. G.A. Kraus, and M.J. Taschner Tetrahedron Lett. 18 1977 4575 4578
4. C.H. Heathcock, M.C. Pirrung, J. Lampe, C.T. Buse, and S.D. Young J. Org. Chem. 46 1981 2290 2300
5. M. Zuger, Th. Weller, and D. Seebach Helv. Chim. Acta 63 1980 2005 2009
6. D. Seebach, and D. Wasmuth Helv. Chim. Acta 63 1980 197 200
7. T. Yamazaki, S. Hiraoka, and T. Kitazume J. Org. Chem. 59 1994 5100 5103
8. C.-P. Qiana, and T. Nakai J. Am. Chem. Soc. 112 1990 4602 4606
9. T. Morizawa, A. Yasuda, and K. Uchida Tetrahedron Lett. 17 1986 1833 1836
10. T. Yamazaki, J. Haga, and T. Kitazume Chem. Lett. 1991 1974 2171
11. S.S. Wong, and M.N. Paddon-Row J. Chem. Soc., Chem. Commun. 1991 327 330
12. J.A.K. Howard, V.J. Hoy, D. O'Hagan, and G.T. Smith Tetrahedron 52 1996 12613 12622
13. J.D. Dunitz, and R. Taylor Chem. Eur. J. 3 1997 89 98
14. T. Yamazaki, M.T. Kitazume, T. Kubota, and M. Omura Org. Lett. 1 1999 905 908
15. A.W. Williamson J. Chem. Soc. 4 1852 106 107
16. W. Reeve, and I. Christoffel J. Am. Chem. Soc. 72 1950 1480 1483
17. G.A. Olah, J.T. Welch, Y.D. Vankar, M. Nojima, I. Kerekes, and J.A. Olah J. Org. Chem. 44 1979 3872 3881
18. M. Vincent, J. Duhault, M. Boulanger, G. Remond, DE Patent 2,843,776 (1979).??
19. I. Yusuke, and H. Kyoji Chem. Lett. 1980 787 792