Synthesis and properties of 4,4,9,9-tetramethyl-1-oxa-cycloundecane-5,6,7, 8-tetrone and 5,5,10,10-tetramethyl-1-oxa-cyclotridecane-6,7,8,9-tetrone

Chemistry - A European Journal

Volumn 2, Issue 3, 1996, Pages 271-277

  Gleiter, Rolf ^a   Ackermann, Uwe ^a   Oeser, Thomas ^a   Irngartinger, Hermann ^a  

^a UNIVERSITY OF HEIDELBERG   (Germany)

Author keywords

Biomineralization; Calcite; Crystal morphology; Glycoproteins; Polysaccharides

Indexed keywords

CRYSTAL MORPHOLOGIES; DONOR-ACCEPTOR STABILIZATIONS; MULTI-STEP PROCEDURES; REDUCTION POTENTIAL; TRANSANNULAR DISTANCES; TRANSANNULAR INTERACTION; UV/VIS SPECTRA; X-RAY STUDIES;

BIOMINERALIZATION; CALCITE; ETHERS; GLYCOPROTEINS; POLYSACCHARIDES;

OXYGEN;

EID: 0010915779     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.19960020307     Document Type: Article

References (40)

1. R. de Neufville, H. von Pechmann, Ber. Dtsch. Chem. Ges. 1890, 23, 3375-3387.
2. P. W. Abenius, H. G. Söderbaum, Ber. Dtsch. Chem. Ges. 1891, 24, 3033-3034;
3. 1892, 25, 3468-3476.
4. R. Gleiter, G. Krennrich, M. Langer, Angew. Chem. 1986, 98, 1019-1020;
5. Angew. Chem. Int. Ed. Engl. 1986, 25, 999;
6. R. Gleiter, E. Litterst, T. Oeser, H. Irngartinger, ibid. 1990, 102, 1071-1073
7. and 1990, 29, 1048-1050.
8. M. B. Rubin, Chem. Rev. 1975, 75, 177-202.
9. A. Schönberg, E. Singer, Tetrahedron 1978, 34, 1285-1300.
10. R. Gleiter, G. Krennrich, Angew. Chem. 1986, 98, 452-453;
11. Angew. Chem. Int. Ed. Engl. 1986, 25, 449-450.
12. R. Gleiter, R. Krämer, H. Irngartinger, C. Bissinger, J. Org. Chem. 1992, 57, 252-258.
13. T. Yamazaki, T. Takizawa, Tetrahedron Lett. 1970, 1497-1500.
14. Oxocarbons (Ed.: R. West), Academic Press, New York, 1980.
15. R. Gleiter, M. Staib, U. Ackermann, Liebigs Ann. 1995, 1655-1661.
16. E. J. Corey, H. Cho, C. Rücker, D. H. Hua, Tetrahedron Lett. 1981, 22, 3455-3458.
17. G. Piancatelli, A. Scettri, M. D'Auria, Synthesis 1982, 245-258.
18. M. Miyashita, A. Yoshikoshi, P. A. Grieco, J. Org. Chem. 1977, 42, 3772-3774.
19. J. C.-Y. Cheng, U. Hacksell, G. D. Daves Jr., J. Org. Chem. 1986, 51, 3093-3098.
20. M. A. Tius, J. M. Cullingham, Tetrahedron Lett. 1989, 30, 3749-3752;
21. A. S. Kende, C. A. Smith, ibid. 1988, 29, 4217-4220.
22. E. J. Corey, R. K. Varma, J. Am. Chem. Soc. 1971, 93, 7319-7320.
23. R. Zibuck, D. Seebach, Helv. Chim. Acta 1988, 71, 237-240.
24. R. D. Johnston, C. R. Marston, P. E. Krieger, G. L. Goe, Synthesis 1988, 393-394;
25. R. Beyer, B. P. Mundy, Synth. Commun. 1979, 9, 271-273.
26. A. Weickmann, K. P. Zeller, in Houben-Weyl Methoden der organischen Chemie, Thieme, Stuttgart, Vol. 4/1 a, p. 514-515, 1981.
27. G. M. Rubottom, J. M. Gruber, R. K. Boeckman Jr., M. Ramaiah, J. B. Medwid, Tetrahedron Lett. 1978, 4603-4606;
28. J. Jauch, Tetrahedron 1994, 50, 12903-12912 and references therein.
29. a) R. L. Beddoes, J. R. Cannon, M. Heller, O. S. Mills, V. A. Patrick, M. B. Rubin, A. H. White, Aust. J. Chem. 1982, 35, 543-556;
30. b) M. Kaftory, M. B. Rubin, J. Chem. Soc. Perkin Trans. II 1983, 149-154.
31. T. Koopmans, Physica 1934, 1, 104-113.
32. R. Gleiter, W. Dobler, Chem. Ber. 1985, 118, 4725-4742;
33. J. Kroner, W. Strack, Angew. Chem. 1972, 84, 210-212;
34. Angew. Chem. Int. Ed. Engl. 1972, 11, 220-221.
35. R. C. Bingham, M. J. S. Dewar, D. H. Lo, J. Am. Chem. Soc. 1975, 97, 1285-1293, 1294-1301;
36. P. Bischof, ibid. 1976, 98, 6844-6849.
37. K. Kimura, S. Katsumata, Y. Achiba, T. Yamazaki, S. Iwata, Handbook of He I Photoelectron Spectra of Fundamental Organic Molecules, Japan Scientific Societies Press, Tokyo 1981, p. 209.
38. MULTAN 11/82: P. Main, S. Fiske, S. E. Hull, L. Lessinger, G. Germain, J.-P. Declercq, M. M. Woolfson, Univ. of York, England and Louvain, Belgium, 1962.
39. MolEN: Structure Determination System. Fair, C. K. Enraf-Nonius, Delft Instruments X-Ray Diffraction B. V. Delft, The Netherlands, 1990.
40. Further details of the crystal structure investigation may be obtained from the Director of the Cambridge Crystallographic Data Centre, 12 Union Road, GB-Cambridge CB2 1EZ (UK), on quoting the full journal citation.