Table 2.
1H-NMR data of acetyl derivatives of 3-epi-radicinin, radicinol and 3-epi radicinol (11–13) and of radicinin derivatives (14 and 15) a.
| Position | 11 | 12 | 13 | 14 | 15 |
|---|---|---|---|---|---|
| 2 | 4.90 dq (3.8, 6.4) | 4.58 br. s | 4.43 dd (6.9,1.2) | 3.69 dq (11.2, 6.4) | 4.04 dq (9.2, 6.2) |
| 3 | 5.51 d (3.8) | 5.78 br. s | 5.16 dd (2.8, 1.2) | 4.04 d (11.2) | 3.63 t (9.2) |
| 4 | 5.12 br. s | 5.72 d (2.8) | 4.49 d (9.2) | ||
| 4a | 1.62–1.43 c | ||||
| 7 | 4.46 dd (12.2, 4.7) | 4.42 m | |||
| 8 | 5.88 s | 5.81 s | 5.79 s | 2.19 br dd (13.2, 4.7) 1.63 dd (13.2, 12.2) |
2.46 dd (17.1, 14.2) 2.34 dd (17.1, 4.3) |
| 8a | 4.33 m | ||||
| 9 | 6.07 d (15.5) | 5.98 d (15.5) | 6.02 dd (15.5, 1.4) | 1.62–1.43 (2H) c | 1.78 m 1.65 m |
| 10 | 6.98 sext (7.1) | 6.77 sext (7.1) | 6.78 sext (7.1) | 1.62–1.43 (2H) c | 1.56 m (2H) |
| 11 | 1.98 d (7.1) | 1.98 d (7.1) | 1.94 d (7.1) | 0.95 t (7.1) | 0.96 t (6.7) |
| Me | 1.47 d (6.4) | 1.47 d (6.3) | 1.39 d (6.3) | 1.41 d (6.4) | 1.57 d (6.2) |
| CO-Me | 2.19 s | 2.10 s b | 2.11 s b |
a The chemical shifts are in δ values (ppm) from TMS. b This is the signal of two overlapped acetyl groups. c Overlapped signals.