Table 1.
NMR Data of Compounds 1 a and 2 b.
| Position | 1 | 2 | ||
|---|---|---|---|---|
| δC Mult | δH (J in Hz) | δC Mult | δH (J in Hz) | |
| 1 | - | - | - | - |
| 2 | 136.0, CH | 8.19, s | 125.6, CH | 7.05, s |
| 3 | 114.8, qC | - | 105.3, qC | - |
| 3a | 129.1, qC | - | 130.8, qC | - |
| 4 | 107.8, CH | 7.65, d (2.4) | 104.0, CH | 6.58, d (2.4) |
| 5 | 155.0, qC | - | 150.0, qC | - |
| 6 | 114.6, CH | 6.76, dd (8.4, 2.4) | 111.7, CH | 6.65, dd (8.4, 2.4) |
| 7 | 113.9, CH | 7.26, d (8.4) | 111.6, CH | 7.14, d (8.4) |
| 7a | 133.1, qC | - | 126.9, qC | - |
| 8 | 197.5, qC | - | 138.6, qC | - |
| 9 | 72.4, CH | 5.18, dd (8.7, 4.5) | 151.6, CH | 6.80, q (7.3) |
| 10 | 50.4, CH2 | 2.84, dd (16.8, 8.7) | 16.5, CH3 | 1.94, d (7.3) |
| - | 2.95, dd (16.8, 4.5) | - | - | |
| 11 | 209.7, qC | - | 194.9, CH | 9.52, s |
| 12 | 31.3, CH3 | 2.22, s | - | - |
a NMR data were measured in CD3OD on a Bruker DRX 400 MHz spectrometer; chemical shifts (ppm) are referenced to CD3OD (δ 3.33 ppm, 49.5 ppm). Proton coupling constants (J) in Hz are given in parentheses. The assignments were based on DEPT, 1H-1H COSY, HMQC, and HMBC experiments; b NMR data were measured in CDCl3/CD3OD (1:1) on a Bruker DRX 400 MHz spectrometer; chemical shifts (ppm) are referenced to CD3OD (3.25 ppm, 48.9 ppm). Proton coupling constants (J) in Hz are given in parentheses.