References
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- An authentic sample of 3 was synthesized according to the procedure of Dell'Erba et al12; the diol 1 was prepared from this sample by reduction with sodium borohydride: a 90/10 meso/d-1 mixture was obtained. Data for the meso isomer : 200 MHz1H NMR (CDCI3) Δ=1.03 (6 H, d, J=6.3 Hz), 2.54 (1 H, t, J=3.6 Hz), 3.16 (2 H (hydroxyl), s), 4.30–4.50 (2 H, m), 7.41–7.75 (2H, m), 8.05–8.28 (2H, m); 50 MHz 13C NMR (CDCI3) Δ=21.8 (6 C (CH3)), 57.2 (1C, (benzylic)), 70.8 (2 C (CHOH)). 121.8–125.5–128.6–137.3 (4 C, (aromatic)), 139.3 (1C, (C-Cbenzylic)), 147.9 (1C, (C-NO2)). Data for 2 : TLC (hexane / ethyl acetate=7/3) : Rf=0.33; 200 MHz 1H NMR (CDCI3) δ=1.05 (3H, d), 2.27 (3H, s), 2.60 (1H, m), 4.45 (1H, m), 7.45–7.60 (2H, m), 8.06–8.14 (2H, m).
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- Dell'Erba , C , Novi , M. , Petrillo , G. , Tavani , C and Bellandi , P. 1991 . Tetrahedron , 47 : 333