Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000083.xml
Synlett 2003(1): 0124-0126
DOI: 10.1055/s-2003-36219
DOI: 10.1055/s-2003-36219
LETTER
© Georg Thieme Verlag Stuttgart · New YorkSubstrate Activation: Indirect β-Bromination of Alcohols
Further Information
Received
6 November 2002
Publication Date:
18 December 2002 (online)
Publication History
Publication Date:
18 December 2002 (online)

Abstract
The reversible oxidation of an alcohol into a ketone provides access to enol/enolate chemistry. Preliminary results have applied this principle to the β-bromination of alcohols.
Key words
alcohol - ketone - bromine - oxidation - reduction
- 1
Black PJ.Harris W.Williams JMJ. Angew. Chem. Int. Ed. 2001, 40: 4475 ; Angew. Chem. 2001, 113, 4607 - 2a
Johnstone RAW.Willy AH.Entwistle ID. Chem. Rev. 1985, 85: 129 - 2b
Brieger G.Nestrick TJ. Chem. Rev. 1974, 74: 567 - 3a
Wilds AL. Org. React. 1994, 2: 178 - 3b
Djerassi C. Org. React. 1951, 6: 207 - 3c
Lehmann H. Houben-Weyl Methoden Der Organischen Chemie 4th ed., Vol. 4: Thieme; Stuttgart: 1952. p.901 - 3d
Lehmann H. Houben-Weyl Methoden Der Organischen Chemie 4th ed., Vol. 1b: Thieme; Stuttgart: 1975. p.901 - 3e
de Graauw CF.Peters JA.van Bekkum H.Huskens J. Synthesis 1994, 1007 - 4a
Palmer MJ.Wills M. Tetrahedron: Asymmetry 1999, 10: 2045 - 4b
Namy JL.Soupe J.Collin J.Kagan HB. J. Org. Chem. 1984, 49: 2045 - 4c
Okano T.Matsouka M.Konishi H.Kiji J. Chem. Lett. 1987, 181 - 5a
Haberman J.Ley SV.Smits R. J. Chem. Soc., Perkin Trans. 1 1999, 17: 2421 - 5b
Frechet M.Farrel MJ.Nuyens LJ. J. Macromol. Sci. Chem. 1977, 11: 507 - 5c
Fieser LF.Fieser M. Reagents for Organic Synthesis Vol. 1: John Wiley and Sons; New York: 1967. p.967 - 5d
Djerassi C.Scholz CR. J. Am. Chem. Soc. 1948, 70: 417 - 6a
Kajigaeshi Sh.Kakinami T.Okamoto T.Fujisaki Sh. Bull. Chem. Soc. Jpn. 1987, 60: 1159 - 6b
Avramoff M.Weiss J.Schachter O. J. Org. Chem. 1963, 28: 3256 - 7a
Ueno Y.Okawara M. Tetrahedron Lett. 1976, 50: 4597 - 7b
Saigo K.Morikawa A.Mukiyama T. Bull. Chem. Soc. Jpn. 1976, 49: 1656