Microbial oxidation of benzene as a route to inositol stereoisomers and (±)-quebrachitol

Synlett

Volumn 1993, Issue 9, 1993, Pages 672-674

  Carless, Howard A J ^a   Busia, K ^a   Oak, O Z ^a  

^a UNIVERSITY OF LONDON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 7944224881     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-1993-22567     Document Type: Article

References (39)

1. M. J. Bcnidge and R. F. Irvine, Nature, 1989, 341, 197;
2. A. B. Reitz, Ed., Inositol Phosphates and Derivatives: Synthesis, Biochemistry and Therapeutic Potential, ACS Symposium Series, vol. 463, 1991.
3. Reviews: D. C. Billington, Chan. Soc. Rev., 1989, 18, 83;
4. B. V. L. Potter, Afar. Prod. Rep., 1990, 1.
5. A. P. Kozikowski, A. H. Fauq, G. Powis and D. C Melder. Am. Chem. Soc., 1990, 112, 4528;
6. H. A. J. Carless and K. Busia, Tetrahedron Lett., 1990, 31, 1617;
7. G. Lowe and F. McPhee. Chem. Soc., Perkin Trans. I, 1991, 1249;
8. C. Jaramillo and M. Martfn-Lomas, Tetrahedron Lett., 1991, 32, 2501;
9. D. A. Sawyer and B. V. L. Potter. Chem. Soc., Perttn Trans. 1, 1992, 923;
10. C. Liu, S. R. Nahorski and B. V. L. Potter, Carbohydr. Res., 1992, 234, 107;
11. H. A. J. Carless and K. Busia, Carbohydr. Res., 1992, 234, 207;
12. D. Lampe and B. V. L. Potter, Tetrahedron Lett., 1993, 34, 2365;
13. M. Mandel, T. Hudlicky, L. D. Kwart and G. M. Whited, J. Org. Chem., 1993, 58, 2331.
14. E. J. Hedgley and H. G. Fletcher, Jr., J. Am. Chem. Soc., 1962, 84, 3726.
15. S. J. Angyal and L. Odier, Carbohydr. Res., 1980, 80, 203.
16. M. Mandel and T. Hudlicky. Chem. Soc., Perkin Trans. I, 1993, 741;
17. Corrigendum, 1993, 1537.
18. H. A. J. Carless, Tetrahedron Lett., 1992, 33, 6379.
19. D. A. Widdowson, D. W. Ribbons and S. D. Thomas, Janssen Chim. Acta, 1990, 8, 3;
20. H. A. J. Carless, Tetrahedron: Asymmetry, 1992, 3, 795.
21. C. R. Johnson, P. A. Ple L. Su, M. J. Heeg and J. P. Adams, Synlett, 1992, 388;
22. S. V. Ley and L, L. Yeung, Synlett, 1992, 997;
23. C R. Johnson, J. P. Adams and M. A. Collins, J. Chem. Soc., Perkin Trans. 7, 1993, 1.
24. H. A. J. Carless and O. Z. Oak, Tetrahedron Lett., 1989, 30, 1719.
25. S. J. Angyal and L.,erson, Adv. Carbohydr. Chem. Biochem., 1959, 14, 135.
26. S. J. Angyal and P. T. Gilham. Chem. Soc., 1957, 3691.
27. S. J. Angyal and L. Odier, Carbohydr. Res., 1982, 100, 43.
28. M. Nakajima, !. Tomida, N. KuriharaandS. Takei, C/i/n. Sr. ( 1959, 92, 173.
29. L-Quebrachitol, which can be extracted from rubber tree latex (J. van Alphen, Ind. Eng. Chem., 1951, 43, 141)
30. W. Tegge and C. E. Ballou, Proc. Nat. Acad. Sci. USA, 1989, 86, 94;
31. A. P. Kozikowski, A. H. Fauq, 1. A. Aksoy, M. J. Seewald and G. Powis, . Am. Chem. Soc., 1990, 112, 7403;
32. N. Chida, K. Yamada and S. Ogawa. Chem. Soc., Chem. Commun., 1991, 588;
33. C Liu, S. R. Nahorski and B. V. L. Potter. Chem. Soc, Chem. Commun., 1991, 1014;
34. S. Ogawa and A. Isaka, Carbohydr. Res., 1991, 210, 105;
35. T. AMyama, M. Ohnari, H. Shima and S. Ozaki, Synlett, 1991, 831;
36. N. Chida, T. Tobe and S. Ogawa, Tetrahedron Lett., 1991, 32, 1063;
37. T. Akiyama, H. Shima and S. Ozaki, Tetrahedron Lett., 1991, 32, 5593;
38. N. Chida, K. Yamada, M. Suzuki and S. Ogawa, . Carbohydr. Chem., 1992, 11, 137;
39. N. Chida, T. Tobe, M. Suwama, M. Ohtsuka and S. Ogawa, . Chem. Soc., Perkin Trans. 1, 1992, 2667.