Substrate activation: Indirect β-bromination of alcohols

Synlett

Volumn , Issue 1, 2003, Pages 124-126

  Cami Kobeci, Gerta ^a   Williams, Jonathan M J ^a  

^a University of Bath Claverton Down   (United Kingdom)

Author keywords

Alcohol; Bromine; Ketone; Oxidation; Reduction

Indexed keywords

ALCOHOL; CARBONYL DERIVATIVE; KETONE;

ARTICLE; BROMINATION; HYDROGENATION; OPPENAUER OXIDATION; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; PROTON TRANSPORT; REACTION ANALYSIS; REDUCTION;

EID: 0037244724     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

1. Black, P. J.; Harris, W.; Williams, J. M. J. Angew. Chem. Int. Ed. 2001, 40, 4475; Angew. Chem. 2001, 113, 4607.
2. Black, P. J.; Harris, W.; Williams, J. M. J. Angew. Chem. Int. Ed. 2001, 40, 4475; Angew. Chem. 2001, 113, 4607.
3. (a) Johnstone, R. A. W.; Willy, A. H.; Entwistle, I. D. Chem. Rev. 1985, 85, 129.
4. (b) Brieger, G.; Nestrick, T. J. Chem. Rev. 1974, 74, 567.
5. (a) Wilds, A. L. Org. React. 1994, 2, 178.
6. (b) Djerassi, C. Org. React. 1951, 6, 207.
7. (c) Lehmann, H. Houben-Weyl Methoden Der Organischen Chemie, 4th ed., Vol. 4; Thieme: Stuttgart, 1952, 901.
8. (d) Lehmann, H. Houben-Weyl Methoden Der Organischen Chemie, 4th ed., Vol. 1b; Thieme: Stuttgart, 1975, 901.
9. (e) de Graauw, C. F.; Peters, J. A.; van Bekkum, H.; Huskens, J. Synthesis 1994, 1007.
10. (a) Palmer, M. J.; Wills, M. Tetrahedron: Asymmetry 1999, 10, 2045.
11. (b) Namy, J. L.; Soupe, J.; Collin, J.; Kagan, H. B. J. Org. Chem. 1984, 49, 2045.
12. (c) Okano, T.; Matsouka, M.; Konishi, H.; Kiji, J. Chem. Lett. 1987, 181.
13. (a) Haberman, J.; Ley, S. V.; Smits, R. J. Chem. Soc., Perkin Trans. 1 1999, 17, 2421.
14. (b) Frechet, M.; Farrel, M. J.; Nuyens, L. J. J. Macromol. Sci. Chem. 1977, 11, 507.
15. Fieser, L. F.; Fieser, M. Reagents for Organic Synthesis, Vol. 1; John Wiley and Sons: New York, 1967, 967.
16. (d) Djerassi, C.; Scholz, C. R. J. Am. Chem. Soc. 1948, 70, 417.
17. (a) Kajigaeshi, Sh.; Kakinami, T.; Okamoto, T.; Fujisaki, Sh. Bull. Chem. Soc. Jpn. 1987, 60, 1159.
18. (b) Avramoff, M.; Weiss, J.; Schachter, O. J. Org. Chem. 1963, 28, 3256.
19. (a) Ueno, Y.; Okawara, M. Tetrahedron Lett. 1976, 50, 4597.
20. (b) Saigo, K.; Morikawa, A.; Mukiyama. T. Bull. Chem. Soc. Jpn. 1976, 49, 1656.