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5
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-
0034728630
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Knight J.G., Ainge S.W., Harm A.M., Harwood S.J., Maughan H.I., Armour D.R., Hollinshead D.M., Jaxa-Chamiec A.A. J. Am. Chem. Soc. 122:2000;2944-2945.
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(2000)
J. Am. Chem. Soc.
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, pp. 2944-2945
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-
Knight, J.G.1
Ainge, S.W.2
Harm, A.M.3
Harwood, S.J.4
Maughan, H.I.5
Armour, D.R.6
Hollinshead, D.M.7
Jaxa-Chamiec, A.A.8
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8
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-
0001219079
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and references cited therein
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The syn/anti assignment for the oxazolidinones is normally based on the size of the coupling between the 4- and 5-protons, which is known to be smaller for the anti isomers (in this case, 7.3 Hz for the syn isomer 3a, 5 Hz for the anti 3b). The proton at the 5-position is also known to resonate at higher field in the anti isomers (in this case δ 5.3 for 3a and δ 4.2 for 3b): see e.g. Ibuka, T.; Mimura, N.; Aoyama, H.; Akaji, M.; Ohno, H.; Miwa, Y.; Taga, T.; Nakai, K.; Tamamura, H.; Fujii, N. J. Org. Chem. 1997, 62, 999-1015 and references cited therein.
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(1997)
J. Org. Chem.
, vol.62
, pp. 999-1015
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-
Ibuka, T.1
Mimura, N.2
Aoyama, H.3
Akaji, M.4
Ohno, H.5
Miwa, Y.6
Taga, T.7
Nakai, K.8
Tamamura, H.9
Fujii, N.10
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9
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-
0032505212
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Synthesis of 3,6-disubstituted 3,6-dihydropyridin-2-ones employing ring-closing metathesis:
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Synthesis of 3,6-disubstituted 3,6-dihydropyridin-2-ones employing ring-closing metathesis: Sauriat-Dorizon H., Guibe F. Tetrahedron Lett. 39:1998;6711-6714.
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(1998)
Tetrahedron Lett.
, vol.39
, pp. 6711-6714
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-
Sauriat-Dorizon, H.1
Guibe, F.2
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10
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0000432183
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Casimir J.R., Gidierjean C., Aubry A., Rodriguez M., Briand J.-P., Guichard G. Org. Lett. 2:2000;895-897.
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(2000)
Org. Lett.
, vol.2
, pp. 895-897
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-
Casimir, J.R.1
Gidierjean, C.2
Aubry, A.3
Rodriguez, M.4
Briand, J.-P.5
Guichard, G.6
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11
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0033605060
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Battistini L., Rassu G., Pinna L., Zanardi F., Casiraghi G. Tetrahedron: Asymmetry. 10:1999;765-773.
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(1999)
Tetrahedron: Asymmetry
, vol.10
, pp. 765-773
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Battistini, L.1
Rassu, G.2
Pinna, L.3
Zanardi, F.4
Casiraghi, G.5
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15
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0028796243
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Varea T., Dufour M., Micouin L., Riche C., Chiaroni A., Quirion J.-C., Husson H.-P. Tetrahedron Lett. 36:1995;1035-1038.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 1035-1038
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-
Varea, T.1
Dufour, M.2
Micouin, L.3
Riche, C.4
Chiaroni, A.5
Quirion, J.-C.6
Husson, H.-P.7
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16
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0035858626
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Method of BOC protection, see:
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Method of BOC protection, see: Ahmed A., Bragg R.A., Clayden J., Tchabanenko K. Tetrahedron Lett. 42:2001;3407-3410.
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(2001)
Tetrahedron Lett.
, vol.42
, pp. 3407-3410
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Ahmed, A.1
Bragg, R.A.2
Clayden, J.3
Tchabanenko, K.4
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17
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0012980778
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note
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2Si requires 269.1818.
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-
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18
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0012980779
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1H NMR resonances due to the vinyl protons of the 3,6-disubstituted pyridinones was found to be quite characteristic. In the 3,6-syn isomers, the two vinyl protons are very close in chemical shift (Δδ≈0.05 ppm), whereas in the 3,6-anti isomers, the chemical shift difference is greater (ca. 0.12 ppm). This difference helped to assign the stereochemistry of the piperidinones for which an unambiguous assignment was not available by other means (i.e. Table 1, entries 2, 3, 7, 9 and 10).
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1H NMR resonances due to the vinyl protons of the 3,6-disubstituted pyridinones was found to be quite characteristic. In the 3,6-syn isomers, the two vinyl protons are very close in chemical shift (Δδ≈0.05 ppm), whereas in the 3,6-anti isomers, the chemical shift difference is greater (ca. 0.12 ppm). This difference helped to assign the stereochemistry of the piperidinones for which an unambiguous assignment was not available by other means (i.e. Table 1, entries 2, 3, 7, 9 and 10).
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