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53
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4444238898
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note
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3, T=298 K, final R=0.061, final Rw=0.188. Details of the crystal structure determination have been deposited at the Cambridge Crystallographic Data Centre (deposition number CCDC 234392). The configuration of the newly generated stereogenic centre of (1S,3′S)-4 was established from the (1S)-absolute configuration of the camphanic acid part
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54
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4444375260
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note
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4 to obtain a quantitative reaction after 16 h at 0 °C
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55
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0000998377
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Absolute stereochemistry of 9a, 9c and 9d was assigned by comparing the sign of the specific rotation to that reported in the literature:
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Absolute stereochemistry of 9a, 9c and 9d was assigned by comparing the sign of the specific rotation to that reported in the literature: Poll T., Sobczak A.F.A., Karge R., Linz G., Weetman J., Helmchen G. Tetrahedron Lett. 26:1985;3095-3098
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(1985)
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Poll, T.1
Sobczak, A.F.A.2
Karge, R.3
Linz, G.4
Weetman, J.5
Helmchen, G.6
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56
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0001685816
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13C NMR spectrum to that of the para and meta mixtures obtained according to the procedure described by:
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13C NMR spectrum to that of the para and meta mixtures obtained according to the procedure described by: Kuehne M.E., Horne D.A. J. Org. Chem. 40:1975;1287-1292
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(1975)
J. Org. Chem.
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Kuehne, M.E.1
Horne, D.A.2
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57
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4444325588
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note
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13C NMR spectra to that of the commercially available 70/30 endo/exo mixture for 9c and to that of the endo/exo mixture prepared as described in the experimental part for 9d
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58
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4444345298
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note
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Stereochemistry of compounds 10a-d was deduced from the comparison of HPLC analysis of the corresponding racemic mixture prepared as described in the experimental part
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59
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4444359157
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note
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The diasteroisomeric excess of compound 12 was determined from crude product by comparison of chiral HPLC profile to that of the racemic mixture prepared as described in the experimental part. Its stereochemistry was assigned by comparing the sign of the specific rotation of the corresponding acid 9a isolated after hydrolysis
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61
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4444370887
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note
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Stereochemistry of compounds 8 and 9 was deduced from the stereochemistry of the corresponding benzylamide derivatives 10
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63
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4444378866
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note
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HPLC peaks of compounds 10 were assigned from comparison of the HPLC analysis of the corresponding diastereoisomeric and enantiomerically enriched mixtures and by using the absolute configuration of the corresponding enantiomerically enriched compounds 9
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