Table 1.
1H NMR data [δ H (mult., J in Hz)] for compounds 1–3 a
| No. | 1 | 2 | 3 |
|---|---|---|---|
| 2 | 6.30, d, (11.4) | 6.32, d (11.3) | 5.34, d (6.4) |
| 3 | 5.86, d, (11.4) | 5.73, d (11.3) | 3.36, d (6.4) |
| 5 | 2.83, dd (17.7, 7.4) 2.75, dd (17.7, 5.4) |
2.84, dd (17.7, 9.2) 2.78, dd (17.7, 4.6) |
2.07, m 1.61, m |
| 6 | 5.68, ddd (15.7, 7.4, 5.4) | 5.81, ddd (15.6, 9.2, 4.6) | 2.22, m 2.02, m |
| 7 | 5.75, d (15.7) | 5.71, dd (15.6, 1.5) | 5.26, t (5.8) |
| 9 | 2.00, ddd (12.7, 8.3, 1.9) 1.70, ddd (12.7, 11.5, 9.1) |
1.96, m 1.79, m |
2.44, dd (6.3, 13.7) 2.30, dd (3.4, 13.7) |
| 10 | 1.92, m 1.63, m |
2.03, m 1.52, m |
3.70, ddd (8.7, 7.7, 4.0) |
| 11 | 3.08, t (6.2) | 3.22, dd (7.4, 4.3) | 2.90, d (8.7) |
| 13 | 1.94, m 1.10, dd (12.9, 6.6) |
2.22, m 0.79, m |
2.11, m 1.44, dd (2.3, 12.5) |
| 14 | 2.33, ddd (13.2, 11.1, 6.8) 2.22, dd (11.1, 3.0) |
2.22, m | 2.21, m 2.16, m |
| 16 | 1.36, s | 1.36, s | 1.36, s |
| 17 | 1.36, s | 1.36, s | 1.36, s |
| 18 | 1.78, s | 1.78, s | 1.25, s |
| 19 | 1.40, s | 1.36, s | 1.76, s |
| 20 | 1.25, s | 1.24, s | 1.30, s |
aBruker-DRX-500 spectrometer (500 MHz) in CDCl3; chemical shifts (ppm) referred to CHCl3 (δ H 7.26); assignments were deduced from analysis of 1D and 2D NMR spectra