Table 1.
1D and 2D NMR spectroscopic data (and assignments) obtained from sesquiterpene 7 and 1D NMR data for 10-bromo-7,8-expoxychamigr-1-en-3-ol (8)[26]
| Position | ? C , a type b | ? H (H, multi, J Hz) | 1 H- 1 H COSY | HMBC | ? C c | ? H (multi, J Hz) |
|---|---|---|---|---|---|---|
| 1 | 136.4, CH | 5.84 (1H, d, 10.4) | 2 | 6 | 136.1 | 5.84 (dd, 10.4, 1.0) |
| 2 | 131.1, CH | 5.53 (1H, d, 10.4) | 1 | 3, 6, 15 | 131.3 | 5.73 (dd, 10.4, 1.6) |
| 3 | 67.5, qC | - | - | - | 66.8 | - |
| 4 | 36.1, CH2 | 1.80 (1H, m), 1.73 (1H, m) | 5 | 3 | 35.0 | 1.79 (m), 1.81 (m) |
| 5 | 28.2, CH2 | 1.98 (2H, m) | 4 | 3, 6 | 23.1 | 1.69 (ddd, 13.2, 11.2, 4.7), 1.94 (d, 13.2) |
| 6 | 48.0, qC | - | - | - | 45.9 | - |
| 7 | 139.0, qC | - | - | - | 60.5 | - |
| 8 | 120.2, CH | 5.22 (1H, s) | 9, 14 | - | 61.4 | 2.97 (d, 3.0) |
| 9 | 35.8, CH2 | 2.78 (1H, m), 2.56 (1H, m) | 8, 10 | - | 35.1 | 2.40 (ddd, 15.4, 11.4, 3.0), 2.69 (dd, 15.4, 5.8) |
| 10 | 62.0, CH | 4.63 (1H, dd, 10.8, 6.3) | 9b | 12 | 58.4 | 4.28 (dd, 11.4, 5.8) |
| 11 | 41.5, qC | - | - | - | 40.0 | - |
| 12 | 17.8, CH3 | 1.01 (3H, s) | 13 | 13 | 18.2 | 1.08 (s) |
| 13 | 26.1, CH3 | 1.10 (3H, s) | 12 | 6, 10, 12 | 25.8 | 0.98 (s) |
| 14 | 21.7, CH3 | 1.55 (3H, s) | 9 | 26.0 | 1.17 (s) | |
| 15 | 28.6, CH3 | 1.29 (3H, bs) | - | 29.3 | 1.33 (s) | |
aData recorded in CDCl3 calibrated at ?H 7.24 ppm an for ?c 77.0 for residual solvent; bin the case of a diasterotopic pair of hydrogens, `a¿ denotes the downfield proton while `b¿ denotes the up field proton; cchemical shift for the carbons was inferred from HSQC and HMBC data.