Indium triflate: A mild Lewis acid catalyst for thioacetalization and transthioacetalization

Tetrahedron

Volumn 58, Issue 39, 2002, Pages 7897-7901

  Muthusamy, Sengodagounder ^a   Arulananda Babu, Srinivasarao ^a   Gunanathan, Chidambaram ^a  

^a CSIR CENTRAL SALT AND MARINE CHEMICALS RESEARCH INSTITUTE   (India)

Author keywords

Carbonyl compounds; Indium triflate; Thioacetalization; Transthioacetalization

Indexed keywords

ACETAL DERIVATIVE; CARBONYL DERIVATIVE; INDIUM TRIFLUOROMETHANESULFONIC ACID; LEWIS ACID; TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; ENVIRONMENTAL TEMPERATURE; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0037163271     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(02)00897-9     Document Type: Article

References (38)

1. (a) Greene T.W. Protective Groups in Organic Synthesis. 1981;Wiley, New York.
2. (b) Loewenthal H.J.E. McOmie J.F.W., Protective Groups in Organic Chemistry. 1973;323-402 Plenum, New York.
3. Kunz H., Waldmann H. Trost B.M., Fleming I., Comprehensive Organic Synthesis. Vol. 6:1991;677-681 Pergamon, New York.
4. (a) Corey E.J., Seebach D. J. Org. Chem. 31:1966;4097.
5. (b) Seebach D. Synthesis. 1969;17.
6. (c) Groebel B.-T., Seebach D. Synthesis. 1977;357.
7. (d) Seebach D. Angew. Chem., Int. Ed. Engl. 18:1979;239.
8. (e) Page P.C.B., van Niel M.B., Prodger J. Tetrahedron. 45:1989;7643.
9. Truce W.E., Roberts F.E. J. Org. Chem. 28:1963;961.
10. Garlaschelli L., Vidari G. Tetrahedron Lett. 31:1990;5815.
11. Patney H.K. Tetrahedron Lett. 32:1991;2259.
12. Ong B.S. Tetrahedron Lett. 21:1980;4225.
13. Patney H.K., Margan S. Tetrahedron Lett. 37:1996;4621.
14. Tani H., Masumoto K., Inamasu T. Tetrahedron Lett. 32:1991;2039.
15. Das N.B., Nayak A., Sharma R.P. J. Chem. Res. (S). 1993;242.
16. Ku B., Oh D.Y. Synth. Commun. 19:1989;433.
17. Kumar V., Dev S. Tetrahedron Lett. 24:1983;1289.
18. Fieser L.F. J. Am. Chem. Soc. 76:1954;1945.
19. (a) Firouzabadi H., Iranpoor N., Hazarkhani H. J. Org. Chem. 66:2001;7527.
20. (b) Deka N., Sarma J.C. Chem. Lett. 2001;749. and references cited therein.
21. Anand R.V., Saravanan P., Singh V.K. Synlett. 1999;415.
22. Corey E.J., Shimoji K. Tetrahedron Lett. 24:1983;169.
23. (a) Muthusamy S., Babu S.A., Gunanathan C. Tetrahedron Lett. 42:2001;359.
24. (b) Muthusamy S., Babu S.A., Gunanathan C. Synth. Commun. 31:2001;1205.
25. (a) Perni R.B. Synth. Commun. 19:1989;2383
26. (b) Kamitori T., Hojo K., Masuda R., Kimura T., Yoshida T. J. Org. Chem. 51:1986;1427.
27. (a) Saraswathy V.G., Sankararaman S. J. Org. Chem. 59:1994;4665.
28. (b) Satoh T., Uwaya S., Yamakawa K. Chem. Lett. 1983;667.
29. Mandal P.K., Roy S.C. Tetrahedron. 51:1995;7823.
30. (a) Muthusamy S., Babu S.A., Gunanathan C. Tetrahedron Lett. 43:2002;3133.
31. (b) Loh T.-P., Hu Q.-Y., Tan K.-T., Cheng H.-S. Org. Lett. 3:2001;2669.
32. (c) Gadhwal S., Sandhu J.S. J. Chem. Soc., Perkin Trans. 1. 2000;2827.
33. (d) Miyai T., Onishi Y., Baba A. Tetrahedron. 55:1999;1017
34. (e) Ali T., Chauhan K.K., Frost C.G. Tetrahedron Lett. 40:1999;5621.
35. (a) Jo S., Tanimoto S., Oida T., Okano M. Bull. Chem. Soc. Jpn. 54:1981;1434.
36. (b) Patney H.K. Tetrahedron Lett. 32:1991;413.
37. (c) Reid E.E., Jelinek A. J. Org. Chem. 15:1950;448.
38. (d) Ho T.-L., Wong W.L. Can. J. Chem. 50:1972;3740.