92. Efficient preparation and X-ray structure analyses of (2R)-N-pyruvoyl-and (2R)-N-(phenylglyoxyloyl)bornane-10,2-sultam

Helvetica Chimica Acta

Volumn 79, Issue 4, 1996, Pages 1059-1066

  Bauer, Tomasz ^a   Chapuis, Christian ^b,c   Kiegiel, Jaroslaw ^a   Krajewski, Janusz W ^b   Piechota, Katarzyna ^a   Urbanczyk Lipkowska, Zofia ^b   Jurczak, Janusz ^a,b  

^a UNIVERSITY OF WARSAW   (Poland)

^b INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

^c Analysis and Perception Department   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000407966     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.19960790414     Document Type: Article

References (44)

1. T. Bauer, A. Jezewski, C. Chapuis, J. Jurczak, Tetrahedron, Asymmetry 1996, 7, 1385.
2. R. Freund, C. Allagiannis, P. Schoenholzer, K. Bernauer, Helv Chim. Acta 1994, 77, 615.
3. Z. Czarnocki, J. B. Mieczkowski, J. Kiegiel, Z. Arazny, Tetrahedron, Asymmetry 1995, 6, 2899.
4. T Bauer, J. Kozak, C. Chapuis, J. Jurczak, J. Chem. Soc., Chem. Commun. 1990, 1178
5. T. Bauer, A. Jezewski, J. Jurczak, Tetrahedron, Asymmetry 1996, 7, 1405.
6. a) T. Bauer, C. Chapuis, J. Kozak, J. Jurczak, Helv. Chim. Acta 1989, 72, 482;
7. b) T. Bauer, C. Chapuis, A. Jezewski, J. Kozak, J. Jurczak, Tetrahedron, Asymmetry, 1996, 7, 1391.
8. J. Jurczak, T. Bauer, C Chapuis, 'Houben-Weyl Stereoselective Synthesis', Eds. G. Helmchen, R. W. Hoffmann, J. Mulzer, and E. Schaumann, Thieme Verlag, Stuttgart, 1995, Vol. E21c, p.2735, 2905.
9. R. S. Ward, A. Pelter, D. Goubet, M C. Pritchard, Tetrahedron, Asymmetry 1995, 6, 93; Ibid. 1995, 6, 469.
10. R. S. Ward, A. Pelter, D. Goubet, M C. Pritchard, Tetrahedron, Asymmetry 1995, 6, 93; Ibid. 1995, 6, 469.
11. I. S. Byun, Y. H. Kim, Synth. Commun 1995, 25, 1963; I. Solodin, Y. Goldberg, G. Zelcans, E. Lukevics, J. Chem. Soc., Chem. Commun. 1990, 1321, Y. Kawanami, I. Fujita, Y. Taniguchi, T. Katsuki, M. Yamaguchi, Chem. Lett. 1987, 2021, K. Soai, H. Hasegawa, J. Chem. Soc , Perkin Trans. 1 1985, 769.
12. I. S. Byun, Y. H. Kim, Synth. Commun 1995, 25, 1963; I. Solodin, Y. Goldberg, G. Zelcans, E. Lukevics, J. Chem. Soc., Chem. Commun. 1990, 1321, Y. Kawanami, I. Fujita, Y. Taniguchi, T. Katsuki, M. Yamaguchi, Chem. Lett. 1987, 2021, K. Soai, H. Hasegawa, J. Chem. Soc , Perkin Trans. 1 1985, 769.
13. I. S. Byun, Y. H. Kim, Synth. Commun 1995, 25, 1963; I. Solodin, Y. Goldberg, G. Zelcans, E. Lukevics, J. Chem. Soc., Chem. Commun. 1990, 1321, Y. Kawanami, I. Fujita, Y. Taniguchi, T. Katsuki, M. Yamaguchi, Chem. Lett. 1987, 2021, K. Soai, H. Hasegawa, J. Chem. Soc , Perkin Trans. 1 1985, 769.
14. I. S. Byun, Y. H. Kim, Synth. Commun 1995, 25, 1963; I. Solodin, Y. Goldberg, G. Zelcans, E. Lukevics, J. Chem. Soc., Chem. Commun. 1990, 1321, Y. Kawanami, I. Fujita, Y. Taniguchi, T. Katsuki, M. Yamaguchi, Chem. Lett. 1987, 2021, K. Soai, H. Hasegawa, J. Chem. Soc , Perkin Trans. 1 1985, 769.
15. W. Oppolzer, C. Chapuis, G. Bernardinelli, Helv. Chim Acta 1984, 67, 1397.
16. J. Haeusler, U Schmidt, Chem. Ber. 1974, 107, 145; H. C. J. Ottenheim, M. W. Tijhuis, Org Synth. 1983, 61, 1.
17. J. Haeusler, U Schmidt, Chem. Ber. 1974, 107, 145; H. C. J. Ottenheim, M. W. Tijhuis, Org Synth. 1983, 61, 1.
18. H C. J. Ottenheim, J. H. M. de Man, Synthesis 1975, 163.
19. W. Oppolzer, I. Rodriguez, J. Blagg, G. Bernardinelli, Helv. Chim. Acta 1989, 72, 123.
20. C. Kandzia, E. Steckhan, F. Knoch, Tetrahedron, Asymmetry 1993, 4, 39.
21. W. Oppolzer, M. Wills, C. Starkemann, G. Bernardinelli, Tetrahedron Lett. 1990, 31, 4117; W. Oppolzer, B. M. Seletsky, G. Bernardinelli, ibid. 1994, 35, 3509.
22. W. Oppolzer, M. Wills, C. Starkemann, G. Bernardinelli, Tetrahedron Lett. 1990, 31, 4117; W. Oppolzer, B. M. Seletsky, G. Bernardinelli, ibid. 1994, 35, 3509.
23. a) C. Chapuis, J.-Y. de Saint Laumer, presented at the 'IX ESOC', Warsaw, Poland, June 1995;
24. b) C. Chapuis, J.-Y. de Saint Laumer, M. Marty, Helv. Chim. Acta, in preparation.
25. P. Deslongchamps, 'Stereoelectronic Effects in Organic Chemistry', Ed. J. E. Baldwin, Pergamon Press, Oxford, 1983; A. J. Kirby, The Anomeric Effect and Related Stereoelectronic Effects at Oxygen', Vol. 15 of 'Reactivity and Structure Concepts in Organic Chemistry', Springer Verlag, Berlin, 1983; K. Müller, A. Eschenmoser, Helv. Chim. Acta 1969, 52, 1823; A. Kümin, E. Maverick, P. Seiler, N. Vanier, L. Damm, R. Hobi, J. D Dunitz, A. Eschenmoser, ibid. 1980, 63, 1158.
26. P. Deslongchamps, 'Stereoelectronic Effects in Organic Chemistry', Ed. J. E. Baldwin, Pergamon Press, Oxford, 1983; A. J. Kirby, The Anomeric Effect and Related Stereoelectronic Effects at Oxygen', Vol. 15 of 'Reactivity and Structure Concepts in Organic Chemistry', Springer Verlag, Berlin, 1983; K. Müller, A. Eschenmoser, Helv. Chim. Acta 1969, 52, 1823; A. Kümin, E. Maverick, P. Seiler, N. Vanier, L. Damm, R. Hobi, J. D Dunitz, A. Eschenmoser, ibid. 1980, 63, 1158.
27. P. Deslongchamps, 'Stereoelectronic Effects in Organic Chemistry', Ed. J. E. Baldwin, Pergamon Press, Oxford, 1983; A. J. Kirby, The Anomeric Effect and Related Stereoelectronic Effects at Oxygen', Vol. 15 of 'Reactivity and Structure Concepts in Organic Chemistry', Springer Verlag, Berlin, 1983; K. Müller, A. Eschenmoser, Helv. Chim. Acta 1969, 52, 1823; A. Kümin, E. Maverick, P. Seiler, N. Vanier, L. Damm, R. Hobi, J. D Dunitz, A. Eschenmoser, ibid. 1980, 63, 1158.
28. P. Deslongchamps, 'Stereoelectronic Effects in Organic Chemistry', Ed. J. E. Baldwin, Pergamon Press, Oxford, 1983; A. J. Kirby, The Anomeric Effect and Related Stereoelectronic Effects at Oxygen', Vol. 15 of 'Reactivity and Structure Concepts in Organic Chemistry', Springer Verlag, Berlin, 1983; K. Müller, A. Eschenmoser, Helv. Chim. Acta 1969, 52, 1823; A. Kümin, E. Maverick, P. Seiler, N. Vanier, L. Damm, R. Hobi, J. D Dunitz, A. Eschenmoser, ibid. 1980, 63, 1158.
29. W. Oppolzer, G. Poli, C. Starkemann, G. Bernardinelli, Tetrahedron Lett. 1988, 29, 3559.
30. D. P. Curran, B. H. Kim, J. Daughterty, T. Heffner, ibid. 1988, 29, 3555.
31. D. P. Curran, T. A. Heffner, J. Org Chem. 1990, 55, 4585.
32. C. Chapuis, P. Rzepecki, T. Bauer, J. Jurczak, Helv. Chim. Acta 1995, 78, 145.
33. A. Zoretic, X. Weng, C. K. Biggers, M. S. Biggers, M. L. Caspar, D. G. Davis, Tetrahedron Lett. 1992, 33, 2637.
34. B. H. Kim, D. P. Curran, Tetrahedron 1993, 49, 293.
35. K. Piechota, C. Chapuis, J. Jurczak, Helv. Chim. Acta, in preparation.
36. M. F. N. N. Carvalho, A. C. Consiglieri, M. T. Duarte, A. M. Galvao, A. J. L. Pombeiro, R. Herrman, Inorg. Chem. 1993, 32, 5160.
37. F. Mohamadi, N. G. J. Richard, W. C. Guida, R Liskamp, M. Lipton, C. Caufield, G. Chang, T. Hendrickson, W. C. Still, J. Comput. Chem. 1990, 11, 440.
38. N. Harada, T. Soutome, S. Murai, H. Huda, Tetrahedron, Asymmetry 1993, 4, 1755.
39. H. D. Flack, Acta Crystallogr., Sect. C 1983, 39, 876.
40. G. M. Sheldrick, 'Program for the Solution of Crystal Structures', Univ. of Götungen, Germany, 1985.
41. G. M. Sheldrick, 'Program for the Refinement of Crystal Structures', Univ. of Göttingen, Germany, 1993.
42. P R. Andrews, S. L. A. Munro, M. Sadek, M G. Wong, J. Chem. Soc., Perkin Trans. 2 1988, 711; S. P. So, T. Y. Luh, J. Org. Chem. 1986, 51, 1604; J. Kay, M. D. Glick, M. Raban, J. Am. Chem. Soc. 1971, 93, 5224.
43. P R. Andrews, S. L. A. Munro, M. Sadek, M G. Wong, J. Chem. Soc., Perkin Trans. 2 1988, 711; S. P. So, T. Y. Luh, J. Org. Chem. 1986, 51, 1604; J. Kay, M. D. Glick, M. Raban, J. Am. Chem. Soc. 1971, 93, 5224.
44. P R. Andrews, S. L. A. Munro, M. Sadek, M G. Wong, J. Chem. Soc., Perkin Trans. 2 1988, 711; S. P. So, T. Y. Luh, J. Org. Chem. 1986, 51, 1604; J. Kay, M. D. Glick, M. Raban, J. Am. Chem. Soc. 1971, 93, 5224.