Stereoselective hetero-claisen rearrangement of camphor derived oxazoline-N-oxides

Tetrahedron Letters

Volumn 39, Issue 15, 1998, Pages 2107-2110

  Dalko, Peter I ^a   Langlois, Yves ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CAMPHOR DERIVATIVE; OXAZOLINE DERIVATIVE;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; MOLECULAR INTERACTION; STEREOCHEMISTRY;

EID: 0032499125     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00062-8     Document Type: Article

References (15)

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2. 2) a : Bonnet, R.; Brown, R. F. C.; Clark, V. M.; Sutherland, I. O.; Todd, A. J. Chem. Soc. 1959, 2094-2102.
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7. f : Cummins, C. H.; Coates, R. M. J. Org. Chem. 1983, 48, 2070-2076.
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9. 4) Berranger, T.; Langlois, Y. J. Org. Chem. 1995, 60, 1720-1726.
10. 2, pentane/ethyl acetate 2:1), 6e (228 mg, 67%) was isolated as a viscous colourless oil.
11. 2 signals for oxazolines 6a, 6b and 6d.
12. 7) Kouklovsky, C; Pouilhès, A.; Langlois, Y. J. Am. Chem. Soc. 1990, 112, 6672-6678.
13. 8) Bitan, G.; Gilon, C. Tetrahedron, 1995, 51, 10513-10522.
14. 9) For a recent related rearrangement of pyrrolobenzimidazol-N-oxides, see: Skibo, E.B.; Islam, I.; Schulz, W. G.; Bess, L.; Boruah, R. Synlett, 1996, 297-309.
15. 10) For a diastereoselective alkylation of α-alkoxy oxazolines, see: Kelly, T.R.; Arvanitis, A. Tetrahedron Letters, 1984, 25, 39-42.