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For leading references on the reactions of nitrones with metal derivatives, see: a, Padwa, A, Ed, Georg Thieme Verlag: New York
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38849125721
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4, then filtered and concentrated. The product was purified by flash column chromatography.
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4, then filtered and concentrated. The product was purified by flash column chromatography.
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20
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38849092796
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Representative Data for Mixed Double Adducts 5. 5a: oil; [α]D23 +24 (c, 1.04, CH2Cl 2, 1H NMR: δ, 7.43-7.51 (m, 4 H, 7.19-7.37 (m, 6 H, 6.03 (ddt, J, 7.3, 10.3, 17.9 Hz, 1 H, 5.23 (s, 1 H, 5.12 (dd, J, 1.9, 17.9 Hz, 1 H, 5.05 (dd, J, 1.9, 10.3 Hz, 1 H, 4.83 (br s, 1 H, 4.57 (dd, J, 6.2, 9.2 Hz, 1 H, 4.35 (q, J, 6.2 Hz, 1 H, 3.73 (dd, J, 6.2, 11.4 Hz, 1 H, 3.49 (dd, J, 6.2, 11.4 Hz, 1 H, 3.09 (dt, J, 4.7, 9.2 Hz, 1 H, 2.63 (m, 2 H, 1.35 (s, 3 H, 1.33 (s, 3 H, 13C NMR: δ, 139.0 (s, 2 x C, 136.3 (d, 129.0 (d, 2 x C, 128.4 (d, 2 x C, 128.0 (d, 2 x C, 127.6 (d, 2 x C, 127.4 (d, 2 x C, 116.3 (t, 107.6 (s, 77.9 (d, 77.4 (d, 74.6 (d, 61.4 (t, 59.7 (d, 3 1.0(t, 28.0(q, 25.3 q, Anal. Calcd for C23H29NO 4: C, 72.04; H, 7.62; N, 3.65. Found: C, 71.91; H, 7.75; N, 3.54
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4: C, 68.12; H, 7.30; N, 4.41. Found: C, 68.11; H, 7.58; N, 4.07.
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