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85030586403
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The relative 2,6-trans-configuration of major product 3 was determined on the basis of ID NOESY experiments.
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The relative 2,6-trans-configuration of major product 3 was determined on the basis of ID NOESY experiments.
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22
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32
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78650232502
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It is reported that (+)-2-epipinidinone slowly epimerises to 2,6-cis-configured (-)- pinidinone (1) even on standing in MeOH at room temperature for a few days (see Ref. 1a). Such solution epimerisation was also reported for other piperidine alkaloids of similar structures, see, for example Pelletier, S. W., Ed.; John Wiley and Sons: New York
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It is reported that (+)-2-epipinidinone slowly epimerises to 2,6-cis-configured (-)- pinidinone (1) even on standing in MeOH at room temperature for a few days (see Ref. 1a). Such solution epimerisation was also reported for other piperidine alkaloids of similar structures, see, for example Fodor, G. B.; Colasanti, B. In Alkaloids Chemical and Biological Perspectives; Pelletier, S. W., Ed.; John Wiley and Sons: New York, 1985; Vol. 3, pp 49-73.
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Fodor, G.B.1
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33
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85030589873
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note
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q-Ph), 172.9 (s, C=O).
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36
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84953502363
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(a) Levin, J. I.; Turos, E.; Weinreb, S. M.Synth. Commun. 1982, 12, 989-993;
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Weinreb, S.M.3
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38
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85030583111
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note
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4OH) partial epimerisation of 10 into thermodynamically more stable 9 was observed.
-
-
-
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39
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85030587108
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note
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3), 173.1 (s, C=O). The relative 2,6-trans-configuration of 11 was confirmed on the basis of 1D NOESY experiments.
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