Table 3.
1H and 13C NMR data of compounds 4 and 5.
| Position | 4 | 5 | ||
|---|---|---|---|---|
| δH a (J in Hz) e | δC b (mult.) f | δH c (J in Hz) | δC d (mult.) | |
| 1 | 2.02, m | 35.9 (CH) | 2.92, m | 34.6 (CH) |
| 2 | 1.07, m; 1.02, m | 28.2 (CH2) | 2.14, m; 1.48, m | 33.3 (CH2) |
| 3 | 3.64, dd (11.6) | 83.0 (CH) | 3.07, dd (10.0, 4.0) | 61.7 (CH) |
| 4 | 72.5 (C) | 59.6 (C) | ||
| 5 | 2.14, m; 1.97, m | 41.3 (CH2) | 2.12, m; 1.48, m | 34.3 (CH2) |
| 6 | 5.66, m | 124.1 (CH) | 1.94, m; 1.91, m | 25.5 (CH2) |
| 7 | 5.20, dd (15.6, 6.8) | 136.9 (CH) | 4.53, d (10.0) | 81.2 (CH) |
| 8 | 83.9 (C) | 145.8 (C) | ||
| 9 | 1.44, m; 1.22, m | 33.9 (CH2) | 2.59, m; 2.23, m | 29.7 (CH2) |
| 10 | 2.05, m; 1.94, m | 28.7 (CH2) | 1.89, m; 1.78, m | 26.5 (CH2) |
| 11 | 175.4 (C) | 5.60, dd (12.8, 2.4) | 72.9 (CH) | |
| 12 | 205.6 (C) | 87.1 (C) | ||
| 13 | 1.76, m; 1.68, m | 39.4 (CH2) | 2.03, m; 1.92, m | 32.8 (CH2) |
| 14 | 1.62, m; 1.32, m | 28.0 (CH2) | 2.23, m; 1.38, m | 30.1 (CH2) |
| 15 | 139.5 (C) | 143.4 (C) | ||
| 16 | 165.3 (C) | 168.1 (C) | ||
| 17 | 6.40, s; 5.12, s | 126.0 (CH2) | 6.30, s; 5.50, s | 125.0 (CH2) |
| 18 | 1.00 s | 22.4 (CH3) | 1.40 s | 24.0 (CH3) |
| 19 | 1.04 s | 26.3 (CH3) | 5.09 s; 5.06 s | 115.0 (CH2) |
| 20 | 1.64 s | 29.4 (CH3) | 1.38 s | 15.5 (CH3) |
| OAc | 2.09 s | 20.9 (CH3) | ||
| 170.6 (C) | ||||
a Spectra recorded at 400 MHz in C6D6. b Spectra recorded at 100 MHz in C6D6. c Spectra recorded at 400 MHz in CDCl3. d Spectra recorded at 100 MHz in CDCl3. e J values (in Hz) in parentheses. f Attached protons were deduced by DEPT experiments.