Titanium mediated asymmetric aldol reaction with α-fluoropropionimide enolates

Journal of Fluorine Chemistry

Volumn 128, Issue 10, 2007, Pages 1271-1279

  Brunet, Vincent A ^a   O'Hagan, David ^a   Slawin, Alexandra M Z ^a  

^a UNIVERSITY OF ST ANDREWS   (United Kingdom)

Author keywords

Fluoroenolates; Asymmetric aldol reactions; Asymmetric synthesis; Evans auxiliary; Stereoselective fluorination; Vicinal difluoro compounds

Indexed keywords

EID: 34648814438     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2007.05.012     Document Type: Article

References (18)

1. Nicoletti M., O'Hagan D., and Slawin A.M.Z. J. Am. Chem. Soc. 127 (2005) 482-483
2. Tavasli M., Petty M., Pearson C., and O'Hagan O. Chem. Commun. (2002) 1226-1227
3. Schueler M., O'Hagan D., and Slawin A.M.Z. Chem. Commun. (2005) 4324-4326
4. Pridgen L.N., Ahmed A.M., Lantos I., Shilcrat S., and Eggleston D.S.J. Org. Chem. 58 (1993) 5107-51117
5. Davis F.A., and Han W. Tetrahedron Lett. 33 (1992) 1153-1156
6. Davis F.A., and Kasu P.V.N. Tetrahedron Lett. 39 (1998) 6135-6138
7. Davis F.A., Kasu P.V.N., Sundarababu G., and Qi H.J. Org. Chem. 62 (1997) 7546-7547
8. Less S.L., Handa S., Millburn K., Leadlay P.F., Dutton C.J., and Staunton J. Tetrahedron Lett. 37 (1996) 3515-3518
9. Langhals E.F., and Schutz G. Tetrahedron Lett. 34 (1993) 293-296
10. Wakselman M., Labia R., Molines H., and Joyeau R. J. Med. Chem. 31 (1988) 370-374
11. Middleton W.J. J. Org. Chem. 13 (1979) 2291-2292
12. Crimmins M.T., King B.W., and Tabet E.A. J. Am. Chem. Soc. 119 (1997) 7883-7884
13. 2 = 0.0998 for 2406 observed reflections. Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC.
14. Banks J.W., Batsanov A.S., Howard J.A.K., O'Hagan D., Rzepa H.S., and Martin-Santamaria S. J. Chem. Soc., Perkin Trans. 2 (1999) 2409-2411
15. Evans D.A., Ennis M.D., and Mathre D.J. J. Am. Chem. Soc. 104 (1982) 1737-1739
16. O'Hagan D., Hunter L., and Slawin A.Z. J. Am. Chem. Soc. 128 51 (2006) 16422-16423
17. Thornton E.R., and Nerz-Stormes M. J. Org. Chem. 56 (1991) 2489-2498
18. Colonna S., Re A., Gelbard G., and Cesarotti E. J. Chem, Soc., Perkin Trans. 1, Org. Bio-Org. Chem. 9 (1979) 2248-2252