On the chemistry of stable α-Oxoketenes

Croatica Chemica Acta

Volumn 74, Issue 4, 2001, Pages 815-823

  Kollenz, Gert ^a   Heilmayer, Werner ^a   Kappe, C Oliver ^a   Wallfisch, Bianca ^a   Wentrup, Curt ^b  

^a UNIVERSITY OF GRAZ   (Austria)

^b UNIVERSITY OF QUEENSLAND   (Australia)

Author keywords

oxoketenes; Addition of nucleophiles; Bridged bisdioxines; Cycloaddition reactions; Macrocycles; Preparation and chemistry

Indexed keywords

EID: 0042904597     PISSN: 00111643     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (35)

1. Recent Reviews: a) T. T. Tidwell, Ketenes, John Wiley & Sons, Inc., New York, 1995, Chapter 4.6.1., pp. 227-254.
2. b) C. Wentrup, W. Heilmayer, and G. Kollenz, Synthesis (1994) 1219-1248.
3. H. Staudinger and H. Hirzel, Ber. dtsch. ehem. Ges. 49 (1916) 2522-2530.
4. S. M. Newman and E. A. Zuech, J. Org. Chem. 27 (1962) 1436-1438.
5. R. Leung-Toung and C. Wentrup, Tetrahedron 48 (1992) 7641-7654.
6. S. Nakanishi and K. Butler, Org. Prep. Proced. Int. 7 (1975) 155-158.
7. K. T. Pots, M. Murphy, and W. R. Kuehnling, J. Org. Chem. 53 (1988) 2889-2898.
8. D. C. England, J. Org. Chem. 49 (1984) 4007-4008. References 8-14 cite some selected and recent papers only:
9. L. Capuano, S. Drescher, and V. Huch, Liebigs Ann. Chem. (1991) 331-334.
10. J. Cossy, D. Belotti, A. Thellend, and J. P. Pete, Synthesis (1988) 720-721.
11. Review: C. Kaneko, M. Sato, J. Sakaki, and Y. Abe, J. Heterocycl. Chem. 27 (1990) 25-30.
12. B. Freiermuth and C. Wentrup, J. Org. Chem. 56 (1991) 2286-2289.
13. Yu. Andreichikov, G. Kollenz, C. O. Kappe, R. Leung-Toung, and C. Wentrup, Acta Chem. Scand. 46 (1992) 683-685.
14. G. Bengtson, S. Keyaniyan, and A. de Mejere, Chem. Ber. 119 (1986) 3607-3630.
15. J. E. Lynch, S. M. Riseman, W. L. Laswell, D. M. Tschaen, R. P. Volante, B. B. Smidt, and I. Shinkal, J. Org. Chem. 54 (1989) 3792-3796.
16. V. A. Nikolaev, S. M. Korneev, I. V. Terent'eva, and I. K. Korobytsina, J. Org. Chem. USSR Engl. Transl. 27 (1991) 1845-1858.
17. V. V. Popik and V. A. Nikolaev, J. Chem. Soc., Perkin Trans 2 (1993) 1791-1794.
18. R. Leung-Toung and C. Wentrup, Tetrahedron 48 (1992) 7641-7654.
19. V. A. Nikolaev, Yu. Frenkh, and I. K. Korobytsina, J. Org. Chem. USSR Engl. Transi. 14 (1978) 1338-1346.
20. V. V. Zhdankin and P. J. Stang, Tetrahedron Lett. 34 (1993) 1461-1462.
21. C. O. Kappe, R. A. Evans, C. H. L. Kennard, and C. Wentrup, J. Am. Chem. Soc. 113 (1991) 4234-4237.
22. C. O. Kappe, G. Faerber, C. Wentrup, and G. Kollenz, J. Org. Chem. 57 (1992) 7078-7083.
23. G. Kollenz, S. Holzer, C. O. Kappe, T. S. Dalvi, W. M. F. Fabian, H. Sterk, M. W. Wong, and C. Wentrup, Eur. J. Org. Chem. (2001) 1315-1322.
24. W. M. F. Fabian and G. Kollenz, J. Mol. Struct. (THEOCHEM) 313 (1994) 219-230.
25. C. O. Kappe, C. Wentrup, and G. Kollenz, Monatsh. Chem. 124 (1993) 1133-1141.
26. H. Stetter and K. Kiehs, Chem. Ber. 98 (1965) 2099-2102.
27. R. Janoschek, W. M. F. Fabian, G. Kollenz, and C. O. Kappe, J. Comput. Chem. 15 (1994) 132-143.
28. C. O. Kappe, G. Kollenz, W. M. F. Fabian, C. Wentrup, and G. Faerber, J. Org. Chem. 58 (1993) 3361-3367.
29. G. Kollenz, T. S. Dalvi, C. O. Kappe, and C. Wentrup, Arkivoc 1 (2000) 84-89.
30. Review: T. T. Tidwell, Ketenes, J. Wiley & Sons, Inc., New York, 1995, Chap. 5.5., pp. 571-621.
31. W. M. F. Fabian, G. Kollenz, Y. Akcamur, T. R. Koek, M. Teczan, M. Akkurt, and W. Hiller, Monatsh. Chem. 123 (1992) 265-275.
32. W. M. F. Fabian, M. Trinkel, and A. Perjessy, J. Mol. Struct. (THEOCHEM) 317 (1994) 1-15.
33. C. O. Kappe, G. Faerber, C. Wentrup, and G. Kollenz, Tetrahedron Lett. 33 (1992) 4553-4556.
34. W. Heilmayer, T. S. Dalvi, C. O. Kappe, C. Wentrup, K. Gruber, H. Sterk, and G. Kollenz, J. Chem. Soc., Chem. Commun. (1995) 797-798.
35. T. S. Dalvi, C. O. Kappe, C. Wentrup, and G. Kollenz, Heterocycles 48 (1998) 1841-1850.