The trimethylsilyl xylyl (TIX) ether: A useful protecting group for alcohols

Tetrahedron

Volumn 61, Issue 5, 2005, Pages 1289-1295

  Reddy, Ch Raji ^a   Chittiboyina, Amar G ^a   Kache, Rajashaker ^a   Jung, Jae Chul ^a   Watkins, E Blake ^a   Avery, Mitchell A ^a,b  

^a Ctr Nat Prod Res Univ M   (United States)

^b UNIVERSITY OF MISSISSIPPI   (United States)

Author keywords

Ethers; Protecting groups; Trimethylsilyl xylyl

Indexed keywords

ALCOHOL; BENZYL DERIVATIVE; ETHER DERIVATIVE; REAGENT; TRIMETHYLSILYL DERIVATIVE;

ACIDITY; ARTICLE; DEPROTECTION REACTION; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 12344262117     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.11.023     Document Type: Article

References (35)

1. T.W. Greene, and P.G.M. Wuts Protective Groups in Organic Chemistry 3rd ed. 1999 Wiley New York
2. P.J. Kocienski Protecting Groups 1994 Thieme Stuggart
3. K. Fukase, M. Hashida, and S. Kusumoto Tetrahedron Lett. 32 1991 3557
4. B. Boyer, E.-M. Keramane, J.-P. Roque, and A.A. Pavia Tetrahedron Lett. 41 2000 2891
5. G.V.M. Sharma, and Rakesh Tetrahedron Lett. 42 2001 5571
6. Y. Oikawa, T. Yoshioka, and O. Yonemitsu Tetrahedron Lett. 23 1982 885
7. T. Tanaka, Y. Oikawa, T. Hamada, and O. Yonemitsu Tetrahedron Lett. 27 1986 3651
8. K. Horita, T. Yoshioka, T. Tanaka, Y. Oikawa, and O. Yonemitsu Tetrahedron 42 1986 3021
9. Y. Oikawa, T. Tanaka, K. Horita, and O. Yonemitsu Tetrahedron Lett. 25 1984 5397
10. L. Yan, and D.E. Kahne Synlett 1995 523
11. G.V.M. Sharma, Ch.G. Reddy, and P.R. Krishna J. Org. Chem. 68 2003 4574 and references cited therein
12. A. Cappa, E. Marcantoni, and E. Torregiani J. Org. Chem. 64 1999 5696
13. K.J. Hodgetts, and T.W. Wallace Synth. Commun. 24 1994 1151
14. T. Onoda, R. Shirai, and S. Iwasaki Tetrahedron Lett. 38 1997 1443
15. A. Bouzide, and G. Sauve Synlett 1997 1153
16. L. Jobron, and O. Hindsgaul J. Am. Chem. Soc. 121 1999 5835
17. O.J. Plante, S.L. Buchwald, and P.H. Seeberger J. Am. Chem. Soc. 122 2000 7148
18. A.N. Rai, and A. Basu Tetrahedron Lett. 44 2003 2267 and references cited therein
19. N. d'Alessandro, A. Albini, and P.S. Mariano J. Org. Chem. 58 1993 937
20. S. Szunerits, J.H.P. Utley, and M.F. Nielsen J. Chem. Soc., Perkin Trans. 2 4 2000 669
21. (b) Quinodimethane polymers. Green, George David. Univ. Arizona, Tucson, AZ, USA. Avail. Univ. Microfilms Int., Order No. DA8623849. 1986, p 79. From: Diss. Abstr. Int. B. 1987, 47, 2914.
22. M.C. Lasne, J.L. Ripoll, and J.M. Denis Tetrahedron 37 1981 503
23. K.L. Tseng, and Michl J. Am. Chem. Soc. 99 1977 4840
24. E. Lee-Ruff, and F.J. Ablenas Can. J. Chem. 67 1989 699
25. A. Ohki, T. Nishiguchi, and K. Fukuzumi Tetrahedron 35 1979 1737
26. Aldrich catalogue, 2003-2004.
27. Y. Zheng, and M.A. Avery Tetrahedron 60 2004 2091
28. S. Quici, A. Manfredi, L. Raimondi, and A. Sironi J. Org. Chem. 60 1995 6379
29. T.-S. Hu, Q. Yu, Y.-L. Wu, and Y. Wu J. Org. Chem. 66 2001 853
30. M.-Y. Chen, and A.S.-Y. Lee J. Org. Chem. 67 2002 1384
31. K.V.N.S. Srinivas, I. Mahender, and B. Das Synlett 2003 2419
32. F. Iwasaki, T. Maki, O. Onomura, W. Nakashima, and Y. Matsumura J. Org. Chem. 65 2000 996
33. P.G. McDougal, J.G. Rico, Y.I. Oh, and B.D. Condon J. Org. Chem. 51 1986 3388
34. G.V.M. Sharma, Ch.G. Reddy, and P.R. Krishna J. Org. Chem. 68 2003 4574
35. X. Creary, M.E. Mehrsheikh-Mohammadi, and S. McDonald J. Org. Chem. 52 1987 3254