Sulfonic peracids - III.1 Heteroatom oxidation and chemoselectivity

Tetrahedron

Volumn 52, Issue 16, 1996, Pages 5773-5782

  Kluge, R ^a   Schulz, M ^a   Liebsch, S ^a  

^a MARTIN LUTHER UNIVERSITY HALLE WITTENBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

NITROXIDE DERIVATIVE; SULFOXIDE;

ARTICLE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; OXIDATION; PRIORITY JOURNAL; REACTION ANALYSIS; TECHNIQUE;

EID: 0029975057     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00202-5     Document Type: Article

References (21)

1. Part II: Kluge, R.; Schulz, M.; Liebsch, S.; accepted for publication in Tetrahedron.
2. Schulz, M.; Kluge, R.; Lipke, M.; Synlett 1993, 915-918.
3. Ferris, J.P.; Gerwe, R.G.; Gapski, G.R.; J. Org. Chem. 1968, 33, 3493-3498.
4. a) Huisgen, R.; Bayerlein, F.; Heydkamp, W.; Chem. Ber. 1959, 92, 3223-3241.
5. b) Oae, S.; Kitao, T.; Kitaoka, Y.; J. Am. Chem. Soc. 1962, 84, 3366-3369.
6. Ogata, Y.; Sawaki, Y; Tetrahedron 1964, 2065-2068.
7. The poor yield of isolated 5b (picrate) is caused by a pollution of the desired product with imidazolium picrate which may form on cooling as well and is separated by fractionating crystallization from EtOH.
8. Rozantsev, E.G.; Sholle, V.D.; Synthesis 1971, 190-202.
9. Brik, M.E.; Tetrahedron Lett. 1995, 36, 5519-5522.
10. Crandall, J.K.; Reix, T.; J. Org. Chem. 1992, 57, 6759-6764.
11. Boyd, D.R.; Spratt, R.; Jerina, D.M.; J. Chem. Soc. (C) 1969, 2650-2654.
12. Boyd, D.R.; Coulter, P.B.; McGuckin, M.R.; Sharma, N.D.; Jennings, W.B.; Wilson, V.E.; J. Chem. Soc. Perkin Trans 1 1990, 301-306.
13. Trost, B.M.; Curran, D.P.; Tetrahedron Lett. 1981, 22, 1287-1290.
14. 22 was prepared according to: Trost, B.M.; Braslau, R.; J. Org. Chem. 1988, 53, 532-537.
15. - (see ref. 13).
16. 24 and 26 were prepared according to: Takabe, K.; Katagiri, T.; Takanaka, J.; Tetrahedron Lett. 1972, 4009-4012.
17. Staab, H.A.; Angew. Chem. 1962, 74, 407-423.
18. Jennings, W.B.; Wilson, V.E.; Boyd, D.R.; Coulter, P.B.; Org. Magn. Reson. 1983, 21, 279-286.
19. Cook, M.J.; Katritzky, A.R.; Moreno Mañas, M.; J. Chem. Soc. (B) 1971, 1330-1334.
20. Emmons, W.D.; Chem. Heterocycl. Compd. 1964, 19, 624-646.
21. "Organikum", Autorenkollektiv, Dt. Verlag d. Wissenschaften Berlin 1986, 16. Auflage, pp. 616, 651.