Synthese und Transformationen chiraler 2,3 ...

V. Experimenteller Teil 1278711201921HOH16 18OHC 17 224 3 2313 N12 14 O625 N1910 1598765(ppm)43210Abb. V-5Die Auswertung des 1 H-NMR und 13 C-NMR erfolgt für das angereicherte Diastereomer.1 H-NMR (CDCl 3 , 400 MHz): δ [ppm] = 8.72 (s, 1 H, CHO), 7.31-7.17 (m, 5 H,CH aromat.), 5.71 (dd, 1 H, 3 J = 5.7 Hz, 3 J = 10.6 Hz, CH-17), 5.31 (d, 1 H, 3 J = 10.6 Hz,OH), 4.72 (d, 1 H, 3 J = 5.7 Hz, CH-3), 2.66 (s, 3 H, NCH 3 ), 1.83 (dm, 1 H, 2,3 J = 13.4 Hz,CH 2 -8 eq ), 1.75 (dm, 1 H, 3 J = 2.8 Hz, CH 2 -7 eq ), 1.57 (dm, 1 H, 3 J = 1.3 Hz, 3 J = 6.9 Hz,CH-12), 1.47 (dt, 1 H, 3 J = 13.4 Hz, 3 J = 1.9 Hz, CH-6), 1.43 (m, 1 H, CH-9), 1.38 (dq, 1 H,2,3 J = 13.4 Hz, 3 J = 3.9 Hz, CH 2 -7 ax ), 0.87 (d, 3 H, 3 J = 7.0 Hz, CH 3 -13/14), 0.81 (m, 2 H,CH 2 -10 ax , CH 2 -8 ax ), 0.75 (d, 3 H, 3 J = 6.9 Hz, CH 3 -13/14), 0.64 (d, 3 H, 3 J = 6.4 Hz,CH 3 -11), -0.38 (ddd, 1 H, 4 J = 2.2 Hz, 3 J = 3.4 Hz, 2 J = 13.7 Hz, CH 2 -10 eq ).13 C-NMR (CDCl 3 , 100 MHz): δ [ppm] = 168.7 (C-2), 160.5 (C-16), 139.9 (C-18), 128.1(C-21), 127.9 (C-19,23), 126.1 (C-20,22), 82.4 (C-5), 71.0 (C-17), 61.5 (C-3), 46.4 (C-6),43.2 (C-10), 33.3 (C-8), 27.4 (C-9), 25.1 (C-15), 24.9 (C-12), 23.7 (C-11), 21.9 (C-13/14),21.0 (C-7), 17.7 (C-13/14).