Chemical transformations of solvent-derived ozonolysis products: Acid-catalysed reactions of α-alkoxy α′-hydroperoxy isochromans with aldehydes

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 18, 1998, Pages 3059-3064

  McCullough, Kevin J ^a   Ushigoe, Yoshihiro ^b   Tanaka, Shogo ^b   Kawamura, Shin Ichi ^b   Masuyama, Araki ^b   Nojima, Masatomo ^b  

^a HERIOT WATT UNIVERSITY   (United Kingdom)

^b OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0004763761     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a804605k     Document Type: Article

References (24)

1. (a) Ozonation in Organic Chemistry, ed. P. S. Bailey, Academic Press, New York, 1978, vol. 1;
2. Ozonation in Organic Chemistry, 1982, vol. 2;
3. (b) The Chemistry of Peroxides, ed. S. Patai, Wiley, New York, 1983.
4. K. J. McCullough and M. Nojima, in Organic Peroxides, ed. W. Ando, Wiley, New York, 1992, pp. 661-728.
5. D. A. Casteel, Nat. Prod. Rep., 1992, 9, 290;
6. K. J. McCullough, Contemp. Org. Synth., 1995, 2, 225.
7. K. J. McCullough, Y. Ushigoe, S. Tanaka, A. Masuyama and M. Nojima, J. Chem. Soc., Perkin Trans. 1, 1998, 3053.
8. K. Teshima, S. Kawamura, Y. Ushigoe, M. Nojima and K. J. McCullough, J. Org. Chem., 1995, 60, 4755.
9. Y. Ushigoe, S. Tanaka, M. Nojima and K. J. McCullough, Tetrahedron Lett., 1994, 35, 9741.
10. (a) A. J. Bloodworth and A. Shah, J. Chem. Soc., Chem. Commun., 1991, 947;
11. (b) A. J. Bloodworth and N. A. Tallant, J. Chem. Soc., Chem. Commun., 1992, 4281.
12. J. C. Bevington, Quart. Rev. Chem. Soc., 1952, 6, 141.
13. M. Schulz and K. Kirschke, 'Organic Peroxides' Vol III, ed. D. Swern, Wiley, New York, 1972, pp. 67-140.
14. Y. Ushigoe, S. Kawamura, K Teshima, M. Nojima and K. J. McCullough, Tetrahedron Lett., 1996, 37, 2093.
15. (a) A. Rieche and E. Schmitz, Chem. Ber., 1957, 90, 1082;
16. (b) A. Rieche and M. Schulz, Justus Liebigs Ann. Chem., 1962, 653, 32.
17. (a) T. Sugimoto, M. Nojima, S. Kusabayashi and K. J. McCullough, J. Am. Chem. Soc., 1990, 112, 3690;
18. (b) K. J. McCullough, T. Sugimoto, S. Tanaka, S. Kusabayashi and M. Nojima, J. Chem. Soc., Perkin Trans. 1, 1994, 643.
19. (a) F. H. Allen, S. A. Bellard and O. Kennard, Acta Crystallogr., Sect. C, 1986, 42, 829;
20. (b) G. Bernardelli, C. W. Jefford, J. Boukouvalas, D. Jaggi and S. Kohmoto, Acta Crystallogr., Sect. C, 1987, 43, 701.
21. E. L. Eliel and S. H. Wilen, Stereochemistry of Organic Compounds, Wiley, New York, 1994, pp. 766-767.
22. See J. Z. Gougoutas, in The Chemistry of Peroxides, ed. S. Patai, Wiley, New York, 1983, pp. 375-415.
23. SHELXS-86, G. M. Sheldrick, Acta Crystallogr., 1990, A46, 467.
24. SHELXTL/PC (Vers. 5.03), G. M. Sheldrick, University of Göttingen, 1994.