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Corey, E.J.1
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Newton, R.F.1
Reynolds, D.P.2
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Roberts, S.M.5
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7
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Pilcher, A. S.; Hill, D. K.; Shimshock, S. J.; Waltermire, R. E.; DeShong, P. J. Org. Chem. 1992, 57, 2492.
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Prakash, C.; Sakeh, S.; Blair, I. A. Tetrahedron Lett. 1989, 30, 19.
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Prakash, C.1
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-
14
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-
0142229025
-
-
For some more methods for cleavage of TBDMS ethers, see: (a). Kelly, D. R.; Roberts, S. M.; Newton, R. F. Synth. Commun. 1979, 9, 295. (b). Metcalf, B. W.; Burkhart, J. P.; Jund, K. Tetrahedron Lett. 1980, 21, 35. (c). Batten, R. J.; Dixon, A. J.; Taylor, R. J. K.; Newton, R. F. Synthesis 1980, 234. (d). Dahlhoft, W. V.; Taba, K. M. Synthesis 1986, 561. (e.). Shekhani, M. S.; Khan, K. M.; Mahmood, K.; Shah, P. M.; Malik, S. Tetrahedron Lett. 1990, 31, 1669.
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Kelly, D.R.1
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Newton, R.F.3
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15
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-
49149146669
-
-
For some more methods for cleavage of TBDMS ethers, see: (a). Kelly, D. R.; Roberts, S. M.; Newton, R. F. Synth. Commun. 1979, 9, 295. (b). Metcalf, B. W.; Burkhart, J. P.; Jund, K. Tetrahedron Lett. 1980, 21, 35. (c). Batten, R. J.; Dixon, A. J.; Taylor, R. J. K.; Newton, R. F. Synthesis 1980, 234. (d). Dahlhoft, W. V.; Taba, K. M. Synthesis 1986, 561. (e.). Shekhani, M. S.; Khan, K. M.; Mahmood, K.; Shah, P. M.; Malik, S. Tetrahedron Lett. 1990, 31, 1669.
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Tetrahedron Lett.
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Metcalf, B.W.1
Burkhart, J.P.2
Jund, K.3
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16
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-
84981373085
-
-
For some more methods for cleavage of TBDMS ethers, see: (a). Kelly, D. R.; Roberts, S. M.; Newton, R. F. Synth. Commun. 1979, 9, 295. (b). Metcalf, B. W.; Burkhart, J. P.; Jund, K. Tetrahedron Lett. 1980, 21, 35. (c). Batten, R. J.; Dixon, A. J.; Taylor, R. J. K.; Newton, R. F. Synthesis 1980, 234. (d). Dahlhoft, W. V.; Taba, K. M. Synthesis 1986, 561. (e.). Shekhani, M. S.; Khan, K. M.; Mahmood, K.; Shah, P. M.; Malik, S. Tetrahedron Lett. 1990, 31, 1669.
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Synthesis
, pp. 234
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Batten, R.J.1
Dixon, A.J.2
Taylor, R.J.K.3
Newton, R.F.4
-
17
-
-
0001867470
-
-
For some more methods for cleavage of TBDMS ethers, see: (a). Kelly, D. R.; Roberts, S. M.; Newton, R. F. Synth. Commun. 1979, 9, 295. (b). Metcalf, B. W.; Burkhart, J. P.; Jund, K. Tetrahedron Lett. 1980, 21, 35. (c). Batten, R. J.; Dixon, A. J.; Taylor, R. J. K.; Newton, R. F. Synthesis 1980, 234. (d). Dahlhoft, W. V.; Taba, K. M. Synthesis 1986, 561. (e.). Shekhani, M. S.; Khan, K. M.; Mahmood, K.; Shah, P. M.; Malik, S. Tetrahedron Lett. 1990, 31, 1669.
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(1986)
Synthesis
, pp. 561
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Dahlhoft, W.V.1
Taba, K.M.2
-
18
-
-
0025255550
-
-
For some more methods for cleavage of TBDMS ethers, see: (a). Kelly, D. R.; Roberts, S. M.; Newton, R. F. Synth. Commun. 1979, 9, 295. (b). Metcalf, B. W.; Burkhart, J. P.; Jund, K. Tetrahedron Lett. 1980, 21, 35. (c). Batten, R. J.; Dixon, A. J.; Taylor, R. J. K.; Newton, R. F. Synthesis 1980, 234. (d). Dahlhoft, W. V.; Taba, K. M. Synthesis 1986, 561. (e.). Shekhani, M. S.; Khan, K. M.; Mahmood, K.; Shah, P. M.; Malik, S. Tetrahedron Lett. 1990, 31, 1669.
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Shekhani, M.S.1
Khan, K.M.2
Mahmood, K.3
Shah, P.M.4
Malik, S.5
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22
-
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0029060380
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-
and references cited therein
-
For literature methods for deprotection of THP ethers, see: Raina, S.; Singh, V. K. Synth. Commun. 1995, 25, 2395 and references cited therein.
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, vol.25
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Raina, S.1
Singh, V.K.2
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23
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0003113375
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Cerium (IV) Oxidation of Organic Compounds
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Mijs, W. J.; deJonge, C. R. H. I. Eds.; Plenum Press: New York
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(a). Review: Ho, T.-L.: Cerium (IV) Oxidation of Organic Compounds. In Organic Syntheses by Oxidation with Metal Compounds; Mijs, W. J.; deJonge, C. R. H. I. Eds.; Plenum Press: New York, 1986, pp. 569-631. (b). Magnus, P.; Barth, L. Tetrahedron Lett. 1992, 33, 2777. (c). Snider, B. B.; Kwon, T. J. Org. Chem. 1990, 55, 4786. (d). Baciocchi, E.; Casu, A.; Ruzziconi, R. Tetrahedron Lett. 1989, 30, 3707. (e). Wilson, S. R.; Augelli-szafran, C. E. Tetrahedron 1988, 44, 3983.
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Ho, T.-L.1
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24
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(a). Review: Ho, T.-L.: Cerium (IV) Oxidation of Organic Compounds. In Organic Syntheses by Oxidation with Metal Compounds; Mijs, W. J.; deJonge, C. R. H. I. Eds.; Plenum Press: New York, 1986, pp. 569-631. (b). Magnus, P.; Barth, L. Tetrahedron Lett. 1992, 33, 2777. (c). Snider, B. B.; Kwon, T. J. Org. Chem. 1990, 55, 4786. (d). Baciocchi, E.; Casu, A.; Ruzziconi, R. Tetrahedron Lett. 1989, 30, 3707. (e). Wilson, S. R.; Augelli-szafran, C. E. Tetrahedron 1988, 44, 3983.
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Magnus, P.1
Barth, L.2
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25
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0001083461
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(a). Review: Ho, T.-L.: Cerium (IV) Oxidation of Organic Compounds. In Organic Syntheses by Oxidation with Metal Compounds; Mijs, W. J.; deJonge, C. R. H. I. Eds.; Plenum Press: New York, 1986, pp. 569-631. (b). Magnus, P.; Barth, L. Tetrahedron Lett. 1992, 33, 2777. (c). Snider, B. B.; Kwon, T. J. Org. Chem. 1990, 55, 4786. (d). Baciocchi, E.; Casu, A.; Ruzziconi, R. Tetrahedron Lett. 1989, 30, 3707. (e). Wilson, S. R.; Augelli-szafran, C. E. Tetrahedron 1988, 44, 3983.
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J. Org. Chem.
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Snider, B.B.1
Kwon, T.2
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26
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0000860505
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(a). Review: Ho, T.-L.: Cerium (IV) Oxidation of Organic Compounds. In Organic Syntheses by Oxidation with Metal Compounds; Mijs, W. J.; deJonge, C. R. H. I. Eds.; Plenum Press: New York, 1986, pp. 569-631. (b). Magnus, P.; Barth, L. Tetrahedron Lett. 1992, 33, 2777. (c). Snider, B. B.; Kwon, T. J. Org. Chem. 1990, 55, 4786. (d). Baciocchi, E.; Casu, A.; Ruzziconi, R. Tetrahedron Lett. 1989, 30, 3707. (e). Wilson, S. R.; Augelli-szafran, C. E. Tetrahedron 1988, 44, 3983.
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Baciocchi, E.1
Casu, A.2
Ruzziconi, R.3
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27
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0000143298
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(a). Review: Ho, T.-L.: Cerium (IV) Oxidation of Organic Compounds. In Organic Syntheses by Oxidation with Metal Compounds; Mijs, W. J.; deJonge, C. R. H. I. Eds.; Plenum Press: New York, 1986, pp. 569-631. (b). Magnus, P.; Barth, L. Tetrahedron Lett. 1992, 33, 2777. (c). Snider, B. B.; Kwon, T. J. Org. Chem. 1990, 55, 4786. (d). Baciocchi, E.; Casu, A.; Ruzziconi, R. Tetrahedron Lett. 1989, 30, 3707. (e). Wilson, S. R.; Augelli-szafran, C. E. Tetrahedron 1988, 44, 3983.
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Tetrahedron
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Augelli-szafran, C.E.2
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(a). Matsumoto, T.; Katsuki, M.; Jona, H.; Suzuki, K. J. Am. Chem. Soc. 1991, 113, 6982.
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Suzuki, K.4
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31
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0025805369
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(d), Palomo, C.; Cossio, F. P.; Ontoria, J. M.; Odriozola, J. M. Tetrahedron Lett. 1991, 32, 3105.
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(e). Choi, J.-R.; Han, S.; Cha, J. K. Tetrahedron Lett. 1991, 32, 6469.
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33
-
-
0001359587
-
-
There is one report where trimethylsilyl group is also cleaved during the cleavage of PMB group (Hafner, A.; Duthaler, R. O.; Marti, R.; Ribs, G.; Streit, P. R.; Schwarzenbach, F. J. Am. Chem. Soc. 1992, 114, 2321).
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Hafner, A.1
Duthaler, R.O.2
Marti, R.3
Ribs, G.4
Streit, P.R.5
Schwarzenbach, F.6
-
34
-
-
0001397586
-
-
and references cited therein
-
For the electron transfer mechanism in the cleavage of C-Si bond, see: Baciocchi, E.; Giacco, T. D.; Rol, C.; Sebastiani, G. V. Tetrahedron Lett. 1989, 30, 3573 and references cited therein.
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, pp. 3573
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Baciocchi, E.1
Giacco, T.D.2
Rol, C.3
Sebastiani, G.V.4
-
35
-
-
85033751531
-
-
note
-
The pH of CAN solution in methanol at 0°C indicates that the solution is acidic (mild). After few hours (usually 5-6 h) the colour of the solution turns colourless (pH 1-2).
-
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40
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0028910707
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(b). Bhuniya, D.; DataGupta, A.; Singh, V. K. Tetrahedron Lett. 1995, 36, 2847.
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DataGupta, A.2
Singh, V.K.3
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