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13
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Hirano M., Ukawa K., Yakabe S., Clark J.H., and Morimoto T. Synthesis (1997) 858-860
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Hirano, M.1
Ukawa, K.2
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Morimoto, T.5
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16
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33750294020
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Desai U.V., Pore D.M., Tamhankar B.V., Jadhav S.A., and Wadgaonkar P.P. Tetrahedron Lett. 47 (2006) 8559-8561
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Desai, U.V.1
Pore, D.M.2
Tamhankar, B.V.3
Jadhav, S.A.4
Wadgaonkar, P.P.5
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22
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0037009711
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Wu Y., Shen X., Huang J.H., Tang C.J., Liu H.H., and Hu Q. Tetrahedron Lett. 43 (2002) 6443-6445
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Tetrahedron Lett.
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Wu, Y.1
Shen, X.2
Huang, J.H.3
Tang, C.J.4
Liu, H.H.5
Hu, Q.6
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28
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0141878086
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Tierney J.P., and Lidstrom P. (Eds), Blackwell, Oxford, UK
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In: Tierney J.P., and Lidstrom P. (Eds). Microwave Assisted Organic Synthesis Vol. 280 (2005), Blackwell, Oxford, UK 89
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36
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Zolfigol M.A., Mohammadpoor-Baltork I., Khazae A., Shiri M., and Tanbakouchian Z. Lett. Org. Chem. 3 (2006) 305-308
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Zolfigol, M.A.1
Mohammadpoor-Baltork, I.2
Khazae, A.3
Shiri, M.4
Tanbakouchian, Z.5
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40
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34547409416
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note
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This procedure avoids a previous synthesis of Claycop.
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41
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34547450224
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note
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3 supported on K10 (Clayan) has been reported as a reagent for deprotection of thioacetals and thioketals, using a ratio substrate/Clayan of 1:7 (Ref. 7).
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43
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34547413589
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note
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2 (0.1 equiv) as co-oxidant to perform the cleavage of thiolane 1a yielding similar results.
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44
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0009143710
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Renaud P., and Sibi M. (Eds), Wiley-VCH Verlag GmbH, Weinheim
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Linker T. In: Renaud P., and Sibi M. (Eds). Radicals in Organic Synthesis Vol. 1, Chapter 2.4 (2001), Wiley-VCH Verlag GmbH, Weinheim 219-228
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(2001)
Radicals in Organic Synthesis
, vol.1 Chapter 2.4
, pp. 219-228
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Linker, T.1
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45
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0027946219
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Kamata M., Murukami Y., Tamagawa Y., Kato M., and Hasegawa E. Tetrahedron 50 (1994) 12821-12828
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(1994)
Tetrahedron
, vol.50
, pp. 12821-12828
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Kamata, M.1
Murukami, Y.2
Tamagawa, Y.3
Kato, M.4
Hasegawa, E.5
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48
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34547429618
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note
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The deprotection of the 1,3-dithiolane derivative from the cinnamaldehyde affords a mixture of cinnamaldehyde and benzaldehyde. The oxidative cleavage of the cinnamaldehyde by Cu(II) was not avoided even at shorter reaction times.
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49
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34547400653
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note
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ox (TMB) = 0.77 V, versus SCE in MeCN (Ref. 5).
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-
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50
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0000902668
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-, followed by ET to produce a sulfur radical cation. Further electrochemical studies are required to elucidate the role of nitrate
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-, followed by ET to produce a sulfur radical cation. Bosch E., and Kochi J. J. Org. Chem. 60 (1995) 3172-3183 Further electrochemical studies are required to elucidate the role of nitrate
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(1995)
J. Org. Chem.
, vol.60
, pp. 3172-3183
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Bosch, E.1
Kochi, J.2
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51
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34547428098
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2 atmosphere Kamata, M.; Kato, Y.; Hasegawa, E. Tetrahedron Lett. 1991, 32, 4349-4352; whereas pathway (b) has been suggested for the dethioacetalization induced by visible light and dyes (Epling, G. A.; Wang, Q. Tetrahedron Lett. 1992, 33, 5909-5912) and indirect electrochemical oxidation, (Platen, M.; Steckhan, E. Tetrahedron Lett. 1980, 21, 511-514).
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52
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34547475157
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note
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Another possibility would be a fast interconversion between the two distonic radical cations 10 and 8, the former a carbocation with a thiyl radical, and the latter a carbon radical with a sulfur cation moiety.
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53
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34547417189
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note
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5 requires an excess of the oxidant. Thus, the mechanism proposed to account for this dethioacetalization involves one-electron oxidation of a sulfur radical to a sulfonium ion as a key step. This intermediate by a second oxidative ET process affords a dication responsible for the formation of the ketone. Refs. 11 and 5.
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54
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34547427535
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note
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3, 30 °C): δ = 25.1, 25.7, 26.0, 29.9, 31.4, 38.3, 40.3, 48.0, 57.5, 67.7.
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