Bismuth(III) chloride catalyzed efficient and selective cleavage of trityl ethers

Synlett

Volumn , Issue 7, 2004, Pages 1276-1278

  Sabitha, Gowravaram ^a   Reddy, E Venkata ^a   Swapna, R ^a   Reddy, N Mallikarjun ^a   Yadav, J S ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Alcohols; Bismuth(III) chloride; Catalytic; Selective; Trityl ethers

Indexed keywords

ACETONITRILE; BISMUTH DERIVATIVE; ETHER DERIVATIVE; FUNCTIONAL GROUP;

ACID BASE BALANCE; ARTICLE; CATALYSIS; DEPROTECTION REACTION; ROOM TEMPERATURE;

EID: 2942735502     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-825602     Document Type: Article

References (29)

1. IICT Communication No. 031004.
2. (a) Helferich, B. Adv. Carbohydr. Chem. 1948, 3, 79.
3. (b) Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 2nd ed.; John Wiley and Sons: New York, 1999, 102.
4. (c) Kocienski, P. J. Protecting Groups; Thieme: Stuttgart, New York, 1994.
5. Dekker, C. A.; Goodman, L. In The Carbohydrate Chemistry and Biochemistry, Vol IIA; Pigman, W.; Horton, D., Eds.; Academic Press: New York and London, 1970, 22-28.
6. Bessodes, M.; Komiotis, D.; Antonakis, K. Tetrahedron Lett. 1986, 27, 579.
7. Micheel, F. Chem. Ber. 1932, 65, 262.
8. (a) Helferich, B.; Kelein, M. Ann. 1926, 450, 219.
9. (b) Choy, Y. M.; Unrau, A. M. Carbohydr. Res. 1971, 17, 439.
10. (c) Yung, N. C.; Fox, J. J. J. Am. Chem. Soc. 1961, 83, 3060.
11. MacCoss, M.; Cameron, D. J. Carbohydr. Res. 1978, 60, 206.
12. (a) Kohli, V.; Blocker, H.; Koster, H. Tetrahedron Lett 1980, 21, 2683.
13. (b) Matteucci, M. D.; Caruthers, M. H. Tetrahedron Lett. 1980, 21, 3243.
14. Koster, H.; Sinha, N. D. Tetrahedron Lett. 1982, 23, 2641.
15. Lu, R. J.; Liu, D.; Giese, R. W. Tetrahedron Lett. 2000, 41, 2817.
16. Ali, K.-N.; Alamdari, R. F. Tetrahedron 2001, 57, 6805.
17. Yadav, J. S.; Reddy, B. V. S. Synlett 2000, 1275.
18. Wahlstrom, J. L.; Ronald, C. J. Org. Chem. 1998, 63, 6021.
19. Imagawa, H.; Tsuchihashi, T.; Singh, R. K.; Yamamoto, H.; Sugihara, T.; Nishizawa, M. Org. Lett. 2003, 5, 153.
20. Leonard, N. M.; Wieland, L. C.; Mohan, R. S. Tetrahedron 2002, 58, 8373.
21. (a) Sabitha, G.; Babu, R. S.; Reddy, E. V.; Yadav, J. S. Chem. Lett. 2000, 9, 1074.
22. (b) Sabitha, G.; Babu, R. S.; Reddy, E. V.; Srividya. R.; Yadav, J. S. Adv. Synth. Catal. 2001, 343, 169.
23. (c) Sabitha, G.; Venkata Reddy, E.; Yadav, J. S.; Rama Krishna, K. V. S.; Ravi Sankar, A. Tetrahedron Lett. 2002, 43, 4029.
24. (d) Tetrahydrochromano[4,3-b]-quinolines: Sabitha, G.; Venkata Reddy, E.; Yadav, J. S. Synthesis 2001, 1979.
25. (e) Hexahydrodibenzo[b,h][1,6]-naphthyridines: Sabitha, G.; Venkata Reddy, E.; Maruthi, C. h.; Yadav, J. S. Tetrahedron Lett. 2002, 43, 1573.
26. (f) Octahydroacridines: Sabitha, G.; Venkata Reddy, E.; Yadav, J. S. Synthesis 2002, 409.
27. (g) Sabitha, G.; Srinivas Reddy, C.; Maruthi, C.; Venkata Reddy, E.; Yadav, J. S. Synth. Commun. 2003, 33(17), 306.
28. +].
29. Swamy, N. R.; Venkateswarlu, Y. Tetrahedron Lett. 2002, 43, 7549.