A versatile synthesis of substituted tetrahydropyridines

Tetrahedron Letters

Volumn 40, Issue 10, 1999, Pages 1877-1880

  Schurer, S C ^a   Blechert, S ^a  

^a TECHNISCHE UNIVERSITÄT BERLIN   (Germany)

Author keywords

Diels Alder reactions; Metathesis; Piperidines

Indexed keywords

ALKENE; ALKYNE; IMINE; PYRIDINE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; METHODOLOGY; SYNTHESIS;

BETULACEAE;

EID: 0033525693     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00091-X     Document Type: Article

References (24)

1. H.J. Roth A. Kleeman Pharmaceutical Chemistry 1988 John Wiley & Sons New York
2. A.D. Elbein R. Molyneux W. Pelletier Alkaloids, Chemical and Bilogical Perspectives Vol. 57 1987 John Wiley & Sons New York 1
3. T. Gogfraid R. Miller M. Wibo Pharmacol. Rev. 38 1986 321
4. For recent reviews see: P.D. Bailey P.A. Millwood P.D. Smith J. Chem. Soc., Chem. Commun. 1998 633
5. A. Nadin Contemp. Org. Synth. 4 1997 387
6. F.J. Sardina H. Rapoport Chem. Rev. 96 1996 1825
7. E. Lekevits Chemistry of Heterocyclic Compounds 31 1995 639
8. P. Schwab M.B. France J.W. Ziller R.H. Grubbs Angew. Chem. 107 1995 2179
9. P. Schwab M.B. France J.W. Ziller R.H. Grubbs Angew. Chem., Int. Ed. Engl. 34 1995 2039
10. General reviews on olefin metathesis: R.H. Grubbs S. Chang Tetrahedron 54 1998 4413
11. S.K. Armstrong J. Chem. Soc., Perkin Trans. 1 1998 371
12. M. Schuster S. Blechert Angew. Chem. 109 1997 2124
13. M. Schuster S. Blechert Angew. Chem., Int. Ed. Engl. 36 1997 2036
14. K.J. Ivin J.C. Mol Olefin Metathesis and Metathesis Polymerization 1997 Academic Press New York
15. R. Stragies M. Schuster S. Blechert Angew. Chem. 109 1997 2628
16. R. Stragies M. Schuster S. Blechert Angew. Chem., Int. Ed. Engl. 36 1997 2518
17. For a review see: H. Waldmann Synthesis 1994 535
18. F. Fringuelli A. Taticchi Dienes in the Diels-Alder Reaction 1990 John Wiley & Sons New York
19. W. Oppolzer B.M. Trost Comprehensive Organic Synthesis Vol. 5 1991 Pergamon Press Oxford 315
20. R. Albrecht G. Kresze B. Mlakar Chem. Ber. 97 1964 483
21. Comparable thermal N-sulfonylimine ene-reactions with non-conjugated alkenes have been described: D.M. Tschaen E. Turos S.M. Weinreb J. Org. Chem. 49 1984 5058
22. C.M. Huwe S. Blechert Synthesis 1997 61
23. The synthesis of imine 6 was performed as described: P. Hamley A.B. Holmes A. Kee T. Ladduwahetty D.F. Smith Synlett 29 1991
24. Imine 6 was purified by distillation: R. Albrecht G. Kresze Chem. Ber. 98 1965 1431