Quinolinium fluorochromate: An efficient and convenient reagent for oxidative cleavage of thioacetals to their parent carbonyl compounds

Phosphorus, Sulfur and Silicon and the Related Elements

Volumn 180, Issue 11, 2005, Pages 2587-2591

  Tajbakhsh, Mahmood ^a   Alimohammadi, Kamal ^a   Ramzanian Lehmali, Farhad ^a   Barghamadi, Mohamad ^b   Shakeri, Alireza ^c  

^a UNIVERSITY OF MAZANDARAN   (Iran)

^b ISLAMIC AZAD UNIVERSITY   (Iran)

^c GORGAN UNIVERSITY OF AGRICULTURAL SCIENCES AND NATURAL RESOURCES   (Iran)

Author keywords

Aldehydes; Deprotection; Ketones; Quinolinium fluorochromate; Thioacetals

Indexed keywords

EID: 31744445862     PISSN: 10426507     EISSN: 15635325     Source Type: Journal    
DOI: 10.1080/104265090930326     Document Type: Article

References (24)

1. (a) T. W. Greene and P. G. M. Wuts, Protective Groups in Organic Synthesis, 2nd ed. (John Wiley, New York, 1991);
2. (b) J. R. Hanson, Protecting Groups in Organic Synthesis, 1st ed (Blackwell Science, Malden, MA, 1999);
3. (c) P. J. Kocienski, Protecting Groups, 1st ed (George Thieme Verlag, Stuttgart, 1994).
4. (a) p-TsOH/aceton: E. W. Colvin, R. A. Raphael, and J. S. Roberts, J. Chem. Commun., 858 (1971);
5. (b) Amberlyst-15/aqueous acetone: G. M. Coppola, Synthesis, 1, 1021 (1984);
6. 2O: R. A. Ellision, E. R. Lukenbach, and C. W. Chiu, Tetrahedron Lett., 499 (1975);
7. (d)Aqueous DMSO: T. Kametani, H. Kondoh, T. Honda, Y. Suzuki, and W. Mori, Chem. Lett., 901 (1989);
8. 4: B. H. Lipshutz and D. F. Harvey, Synth. Commun., 12, 267 (1982).
9. (a) L. F. Fieser and M. Fieser, Reagents for Organic Synthesis (John Wiley and Sons, New York, 1967);
10. (b) E. J. Corey and B. W. Erickson, J. Org. Chem., 36, 3553 (1971).
11. (a) E. Vedejs and P. L. Fuchs, J. Org. Chem., 36, 366 (1971);
12. (b) T. L. Ho, H. C. Ho, and C. M. Wong, J. Chem. Soc. Chem. Commun., 791 (1972);
13. (c) A. Hirano, K. Ukawa, S. Yakabe, J. H. Clarc, and T. Morimoto, Synthesis, 858 (1997);
14. (d) M. Schmittel and M. Levis, Synlett., 315 (1996).
15. N. Komatsu, A. Taniguchi, M. Uda, and H. Suzoki, Chem. Commun., 15, 1847 (1996).
16. T. Oishi, K. Kamemoto, and Y. Ban, Tetrahedron Lett., 13, 1085 (1972).
17. M. Fetizon and M. Jurion, J. Chem. Soc. Chem. Commun., 382 (1972).
18. G. Mehta and R. Uma, Tetrahedron Lett., 37, 1897 (1996).
19. V. Murugesan and A.Podrurangan, Ind. J. Chem., 31B, 377 (1992).
20. M. Tajbakhskh, I. Mohammadpoor-Baltork, and F. Ramzanian-Lehmali, Phosphorus, Sulfur, and Silicon, 178, 2617 (2003).
21. M. Tajbakhsh, I. Mohammadpoor-Baltork, and F. Ramzanian-Lehmali, J. Chem. Research (S), 710 (2003).
22. M. Tajbakhsh, I. Mohammadpoor-Baltork, and S. K. Alimohammadi, Ind. J. Chem., 42B, 2638 (2003).
23. M. Tajbakhsh, I. Mohammadpoor-Baltork, and K. Alimohammadi, Monatsh. Chem., 134, 1571 (2003).
24. V. Kumar and S. Dev, Tetrahedron Lett., 24, 1289 (1983).