Facile and highly selective monoacylation of symmetric diols adsorbed on silica gel with acetyl chloride

Chemical Communications

Volumn , Issue 4, 1998, Pages 495-496

  Ogawa, Haruo ^a   Amano, Misa ^a   Chihara, Teiji ^b  

^a TOKYO GAKUGEI UNIVERSITY   (Japan)

^b INST OF PHYS AND CHEMICAL RESEARCH   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000067423     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a707753j     Document Type: Article

References (29)

1. J. H. Clark, A. P. Kybett, and D. J. Macquarrie, Supported Reagents: Preparation, Analysis, and Applications, VCH, N.Y., 1992;
2. Solid Supports and Catalysis in Organic Synthesis, ed. K. Smith, Prentice Hall, West Sussex, 1992;
3. Preparative Chemistry Using Supported Reagents, ed. by P. Laszlo, Academic Press, San Diego, 1987;
4. A. McKillop and D. W. Young, Synthesis, 1979, 401;
5. G. H. Posner, Angew. Chem., Int. Ed. Engl., 1978, 17, 487;
6. A. Cornelis and P. Laszlo, Synthesis, 1985, 909;
7. H. Ogawa, M. Kodomari and T. Chihara, PETROTECH, 1996, 19, 404.
8. Z. Cohen, E. Keinan, Y. Mazur and T. H. Varkony, J. Org. Chem., 1975, 40, 2141;
9. E. Keinan and Y. Mazur, J. Org. Chem., 1977, 42, 844, and references cited therein.
10. G. Bram and T. Fillebeen-Khan, J. Chem. Soc., Chem. Commun., 1979, 522.
11. E. Keinan and Y. Mazur, J. Am. Chem. Soc., 1977, 99, 3861;
12. J. Muzard, Synthesis, 1982, 60.
13. T. Chihara, S. Teratani and H. Ogawa, J. Chem. Soc., Chem. Commun., 1981, 1120;
14. T. Chihara, Y. Takagi, S. Teratani and H. Ogawa, Chem. Lett., 1982, 1451.
15. H. Ogawa, T. Chihara and K. Taya, J. Am. Chem. Soc., 1985, 107, 1365;
16. H. Ogawa, J. Phys. Org. Chem., 1991, 4, 346;
17. H. Ogawa, T. Chihara, S. Teratani and K. Taya, J. Chem. Soc., Chem. Commun., 1986, 1337.
18. S. G. Wilkinson, in Comprehensive Organic Chemistry, ed. J. F. Stoddart, Pergamon, New York, 1979, vol. l, p. 681;
19. T. W. Greene and P. G. M. Wuts, Protective Groups in Organic Synthesis, Wiley, New York, 1991;
20. J. Furhop and G. Penzlin, Organic Synthesis, Verlag Chemie, Weinheim, 1983, p. 143.
21. J. H. Babler and M. J. Coghlan, Tetrahedron Lett., 1979, 22, 1971.
22. T. Nishiguchi and K. Kawamine, J. Chem. Soc., Chem. Commun., 1990, 1766;
23. T. Nishiguchi, K. Kawamine and T. Ohtsuka, J. Org. Chem., 1992, 57, 312.
24. J. D. L. Zerda, G. Barak and Y. Sasson, Tetrahedron, 1989, 29, 1533.
25. H. Ogawa, Y. Ichimura, T. Chihara, S. Teratani and K. Taya, Bull. Chem. Soc. Jpn., 1986, 59, 2481.
26. C. C. Lezonoff, Acc. Chem. Res., 1978, 11, 327.
27. M. Takasu, Y. Naruse and H. Yamamoto, Tetrahedron Lett., 1988, 29, 1947;
28. S. Takano, M. Akiyama, S. Sato, and K. Ogasawara, Chem. Lett., 1983, 1593.
29. H. Ogawa, T. Hagiwara, T. Chihara, S. Teratani and K. Taya, Bull. Chem. Soc. Jpn., 1987, 60, 627.