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70449083988
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note
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The required secondary amines 2a-b were prepared by the reaction of benzylamine with ethyl or benzyl bromoacetate in the presence of diisopropylethylamine in dichloromethane under reflux.
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54
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0032480391
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For endo-selective 1,3-dipolar cycloaddition see:
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5644259533
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For metalcatalyzed exo-selective 1,3-dipolar cycloaddition see:
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For metalcatalyzed exo-selective 1,3-dipolar cycloaddition see:. Peddibhotla S., and Tepe J.J. J. Am. Chem. Soc. 126 (2004) 12776
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61
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7 (580.22): C, 70.33; H, 5.56; N, 4.82. Found: C, 70.22; H, 5.52; N, 4.87.
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3): δ 1.43 (s, 6H), 3.41 (d, 1H, J = 13.0 Hz, -NCHH), 3.45 (dd, 1H, J = 8.5, 1.6 Hz, H-3a), 3.84 (d, 1H, J = 13.0 Hz, -NCHH), 3.86 (t, 1H, J = 8.4 Hz, H-6a), 4.25 (d, 1H, J = 2.3 Hz, H-3), 4.37 (d, 1H, J = 9.2 Hz, H-1), 5.09-5.16 (m, 3H), 5.31 (dd, 1H, J = 5.4, 2.3 Hz, H-2′), 6.07 (d, 1H, J = 5.4 Hz, H-1′), 7.22-7.26(m, 7H, Ar-H), 7.32-7.37
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62
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70449118574
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note
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Crystallographic data for the structure 5c in this Letter have been deposited with the Cambridge Crystallographic Data centre as supplemental Publication No. CCDC-689250. Copies of the data can be obtained, free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44 01223 336033 or email: deposit@ccdc.cam.ac.uk).
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63
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70449114062
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note
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Crystallographic data for the structure 8c in this Letter have been deposited with the Cambridge Crystallographic Data centre as supplemental Publication No. CCDC-699267. Copies of the data can be obtained, free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44 01223 336033 or email: deposit@ccdc.cam.ac.uk).
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