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Epiorientin: Bhatia, V. K.; Seshadri, T. R. Phytochemistry 1967, 6, 1033-1034. Parkinsonin B: Bhatia, V. K.; Gupta, S. R.; Seshadri, T. R. Tetrahedon 1966, 22, 1147-1152. However, the structure of these compounds appears to be erroneous; see: Besson, E.; Chopin, J.; Gunasegaran, R.; Nair, A. G. R. Phytochemistry 1980, 19, 2787-2788. See also: Kumazawa, T.; Kimura, T.; Matsuba, S.; Sato, S.; Onodera, J. Carbohydr. Res. 2001, 334, 183-193.
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0004359302
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Epiorientin: Bhatia, V. K.; Seshadri, T. R. Phytochemistry 1967, 6, 1033-1034. Parkinsonin B: Bhatia, V. K.; Gupta, S. R.; Seshadri, T. R. Tetrahedon 1966, 22, 1147-1152. However, the structure of these compounds appears to be erroneous; see: Besson, E.; Chopin, J.; Gunasegaran, R.; Nair, A. G. R. Phytochemistry 1980, 19, 2787-2788. See also: Kumazawa, T.; Kimura, T.; Matsuba, S.; Sato, S.; Onodera, J. Carbohydr. Res. 2001, 334, 183-193.
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Tetrahedon
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Bhatia, V.K.1
Gupta, S.R.2
Seshadri, T.R.3
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6
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0004282354
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Epiorientin: Bhatia, V. K.; Seshadri, T. R. Phytochemistry 1967, 6, 1033-1034. Parkinsonin B: Bhatia, V. K.; Gupta, S. R.; Seshadri, T. R. Tetrahedon 1966, 22, 1147-1152. However, the structure of these compounds appears to be erroneous; see: Besson, E.; Chopin, J.; Gunasegaran, R.; Nair, A. G. R. Phytochemistry 1980, 19, 2787-2788. See also: Kumazawa, T.; Kimura, T.; Matsuba, S.; Sato, S.; Onodera, J. Carbohydr. Res. 2001, 334, 183-193.
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Besson, E.1
Chopin, J.2
Gunasegaran, R.3
Nair, A.G.R.4
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7
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0035975199
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Epiorientin: Bhatia, V. K.; Seshadri, T. R. Phytochemistry 1967, 6, 1033-1034. Parkinsonin B: Bhatia, V. K.; Gupta, S. R.; Seshadri, T. R. Tetrahedon 1966, 22, 1147-1152. However, the structure of these compounds appears to be erroneous; see: Besson, E.; Chopin, J.; Gunasegaran, R.; Nair, A. G. R. Phytochemistry 1980, 19, 2787-2788. See also: Kumazawa, T.; Kimura, T.; Matsuba, S.; Sato, S.; Onodera, J. Carbohydr. Res. 2001, 334, 183-193.
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Kumazawa, T.1
Kimura, T.2
Matsuba, S.3
Sato, S.4
Onodera, J.5
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See the following for selected examples. Pyridyl thioglycosides with dimethoxybenzene: Stewart, A. O.; Williams, R. M. J. Am. Chem. Soc. 1985, 107, 4289-4296. Trichloroacetimidates with furans: Schmidt, R. R.; Effenberger, G. Liebigs Ann. Chem. 1987, 825-831. Trifluoroacetates with bis(TMS)resorcinol: Cai, M. S.; Qiu, D.-X. Carbohydr. Res. 1989, 191, 125-129. See ref 6 for the α/β ratio in several C-arylation processes.
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Stewart, A.O.1
Williams, R.M.2
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See the following for selected examples. Pyridyl thioglycosides with dimethoxybenzene: Stewart, A. O.; Williams, R. M. J. Am. Chem. Soc. 1985, 107, 4289-4296. Trichloroacetimidates with furans: Schmidt, R. R.; Effenberger, G. Liebigs Ann. Chem. 1987, 825-831. Trifluoroacetates with bis(TMS)resorcinol: Cai, M. S.; Qiu, D.-X. Carbohydr. Res. 1989, 191, 125-129. See ref 6 for the α/β ratio in several C-arylation processes.
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Liebigs Ann. Chem.
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Schmidt, R.R.1
Effenberger, G.2
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0000662481
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See ref 6 for the α/β ratio in several C-arylation processes
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See the following for selected examples. Pyridyl thioglycosides with dimethoxybenzene: Stewart, A. O.; Williams, R. M. J. Am. Chem. Soc. 1985, 107, 4289-4296. Trichloroacetimidates with furans: Schmidt, R. R.; Effenberger, G. Liebigs Ann. Chem. 1987, 825-831. Trifluoroacetates with bis(TMS)resorcinol: Cai, M. S.; Qiu, D.-X. Carbohydr. Res. 1989, 191, 125-129. See ref 6 for the α/β ratio in several C-arylation processes.
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Carbohydr. Res.
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Cai, M.S.1
Qiu, D.-X.2
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Martin, O. R.; Hendricks, C. A. V.; Deshpande, P. P.; Cutler, A. B.; Kane, S. A.; Rao, S. P. Carbohydr. Res. 1990, 196, 41-58.
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Hendricks, C.A.V.2
Deshpande, P.P.3
Cutler, A.B.4
Kane, S.A.5
Rao, S.P.6
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Verlhac, P.; Leteux, C.; Toupet, L.; Verrières, A. Carbohydr. Res. 1996, 291, 11-20.
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Leteux, C.2
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O-Glycoside formation by IAD: Jung, K.-H.; Müller, M.; Schmidt, R. R. Chem. Rev. 2000, 100, 4423-4442. C-Glycoside formation by IAD via silicon tether: Bols, M.; Skrydstrup, T. Chem. Rev. 1995, 95, 1253-1277.
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Jung, K.-H.1
Müller, M.2
Schmidt, R.R.3
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O-Glycoside formation by IAD: Jung, K.-H.; Müller, M.; Schmidt, R. R. Chem. Rev. 2000, 100, 4423-4442. C-Glycoside formation by IAD via silicon tether: Bols, M.; Skrydstrup, T. Chem. Rev. 1995, 95, 1253-1277.
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Bols, M.1
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Roberts, C.7
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24
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0142036664
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note
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The nature of the silylated species formed in the reaction and isolated before treatment with TBAF could not be identified.
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25
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0142100285
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note
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4NF (90 mg, 2 equiv) was added to a solution of the residue in THF (15 mL) at 0°C. After 2 h, the solvent was removed in vacuo. Flash chromatography (silica gel, eluent petroleum ether/AcOEt 7:1) provided the desired product 8 (69 mg, 74%).
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26
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note
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Ar-OMe), 169.09, 169.29, 169.82, 170.03 (C=O).
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27
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0026245031
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Bellosta, V.; Chassagnard, C.; Czernecki, S. Carbohydr. Res. 1991, 219, 1-7.
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Bellosta, V.1
Chassagnard, C.2
Czernecki, S.3
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