An intramolecular 1,3-dipolar cycloaddition involving one alkyne and two nitrone groups

Liebigs Annales

Volumn , Issue 3, 1997, Pages 469-471

  Aurich, Hans Günter ^a   Biesemeier, Frank ^a   Harms, Klaus ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

Author keywords

Alkynes; Asymmetric Synthesis; Cycloadditions; Heterocycles; Reductions

Indexed keywords

EID: 33748823432     PISSN: 09473440     EISSN: None     Source Type: Journal    
DOI: 10.1002/jlac.199719970306     Document Type: Article

References (17)

1. [1a] J. J. Tufariello in 1,3-Dipolar Cycloaddition Chemistry (Ed.: A. Padwa), Wiley Interscience, New York, 1984, chapter 9.
2. [1b] E. Breuer in Nitrones, Nitronates and Nitroxides (Eds.: S. Patai, Z. Rappoport), Wiley and Sons, Chichester 1989, chapters 2 and 3, pp. 180-187, 260-279.
3. [1c] K. B. G. Torssell, Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis, VCH, Weinheim 1988, chapter 5.
4. [1d] D. Döpp, H. Döpp in Methoden Org. Chem. (Houben-Weyl) 4th ed. 1990, vol. E 14b, pp 1521-1533.
5. [1c] D. St. C. Black, R. F. Crozier, V. Ch. Davis, Synthesis, 1975, 205-221.
6. P. A. Wade in Comprehensive Organic Synthesis (Eds.: B. M. Trost, I. Fleming, M. F. Semmelhack), Pergamon, Oxford 1991, Vol. 4, Chapter 4.10.2., pp 1113-1124, see p 1124.
7. [3a] N. A. LeBel, E. Banucci, J. Am. Chem. Soc. 1970, 92, 5278-5280.
8. [3b] A. Padwa, M. Meske, Z. Ni, Tetrahedron 1995, 51, 89-106.
9. [4a] H. G. Aurich, F. Biesemeier, M. Boutahar, Chem. Ber. 1991, 124, 2329-2334.
10. [4b] H. G. Aurich, F. Biesemeier, Synthesis 1995, 1171-1178.
11. H. G. Aurich, F. Biesemeier, M. Geiger, K. Harms, Liebigs Ann., in press.
12. [6a] A. Hassner, R. Maurya, O. Friedman, H. E. Gottlieb, A. Padwa, D. Austin, J. Org. Chem. 1993, 58, 4539-4546.
13. [6b] H. G. Aurich, H. Köster, Tetrahedron 1995, 51, 6285-6292.
14. [6c] H. G. Aurich, C. Gentes, K. Harms, Tetrahedron, 1995, 51, 10497-10512.
15. Siemens SHELXTL PLUS (VMS) Vers. 4.21, Siemens Analytical X-Ray Instruments Inc., Madison 1990.
16. G. M. Sheldrick, SHELXL-93, Program for the Refinement of Crystal Structures, Göttingen 1993.
17. Crystallographic data (excluding structure factors) for the structure(s) reported in this paper have been deposited with the Cambridge Crystallographic Data Centre. Copies of the data can be obtained free of charge on application to The Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: int. code +(1223) 336-033, e-mail: teched@chemcrys. cam.ac.uk).