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2
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0003405157
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3rd ed. G. Thieme Stuttgart, New York
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P.J. Kocienski Protecting groups 3rd ed. 2004 G. Thieme Stuttgart, New York
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(2004)
Protecting Groups
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Kocienski, P.J.1
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6
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70350035750
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B. Sreedhar, P. Radhika, B. Neelima, D.V.D.B. Chowdary, and M.V. Basaveswara Rao Synth. Commun. 39 2009 3785 3795
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Synth. Commun.
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Sreedhar, B.1
Radhika, P.2
Neelima, B.3
Chowdary, D.V.D.B.4
Basaveswara Rao, M.V.5
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28
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71849097295
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WO 2007009944 A1, 2007, 20070125
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Maltese, M. PCT Int. Appl. WO 2007009944 A1, 2007, 20070125.
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PCT Int. Appl.
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Maltese, M.1
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29
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0001345095
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3 have been employed in the oxidation of ditrialkylsilyl enol ethers (see Jung, M. E.; Pan, Y.-G. J. Org. Chem. 1977, 42, 3961-3963)
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3 have been employed in the oxidation of ditrialkylsilyl enol ethers (see Jung, M. E.; Pan, Y.-G. J. Org. Chem. 1977, 42, 3961-3963).
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35
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0342531038
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K.D. Berlin, L.H. Gower, J.W. White, D.E. Gibbs, and G.P. Sturm J. Org. Chem. 27 1962 3595 3597
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Berlin, K.D.1
Gower, L.H.2
White, J.W.3
Gibbs, D.E.4
Sturm, G.P.5
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36
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78650520885
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note
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The tritylating reagents have been prepared by mixing anhydrous formic or acetic acid with equimolar quantities of trityl chloride and triethylamine in acetonitrile or DCM at room temperature, then isolated and purified as follows: 5 min after the introduction of formic or acetic acid in the reagent mixture, the solvent was evaporated under vacuum and the residue extracted with ether. The suspension was filtered off and the filtrate evaporated under vacuum. In general, the residue was used as the reagent without further purification. Crystallization of the trityl esters 1b and 2b for analytical purposes has been obtained by addition of n-hexane to the residue. The use of 1b or 2b in the presence of triethylammonium chloride obtained as secondary product in their preparations has always given lower yields of the desired product.
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41
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33947481827
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note
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3 as the catalyst. However, the authors report for this compound a mp 96-98 °C instead of 152-53 °C reported in the literature for 9b: (a) Wang, C. H. J. Org. Chem. 1963, 28, 2914-2915; (b) Klinger, H.; Lonnes, C. Chem. Ber. 1896, 29, 2159-2167. We have synthesized the dibenzhydryl ether and found that the signal for our 9b at 5.57 δ corresponds to 1 proton, while that at 5.42 δ in the spectrum of the symmetric ether (corresponding to 5.36 δ and reported as (s, 1H) in the cited paper) corresponds to 2 protons.
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44
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0037020644
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D.R. Reddy, M.A. Iqbal, R.L. Hudkins, P.A. Messina-McLaughlin, and J.P. Mallamo Tetrahedron Lett. 43 2002 8063 8066
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(2002)
Tetrahedron Lett.
, vol.43
, pp. 8063-8066
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Reddy, D.R.1
Iqbal, M.A.2
Hudkins, R.L.3
Messina-Mclaughlin, P.A.4
Mallamo, J.P.5
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48
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78650521937
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Patent EPO394194 and references therein
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Patent EPO394194 and references therein.
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49
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78650520570
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Despite amides are bi-dentate substrates and both O- and N-tritylation should occur (as effectively observed in the case of pyridones, see Ref. 27), we have obtained only the N-trityl derivatives
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Despite amides are bi-dentate substrates and both O- and N-tritylation should occur (as effectively observed in the case of pyridones, see Ref. 27), we have obtained only the N-trityl derivatives.
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