Table 3.
Signals of proton 5-H and 7-H in 1H NMR spectra of products 5a–5c, 6a, 7a–7c, and 8a
| Compound | dd 5-H δ/ppm J 6ax,5/J 6eq,5/Hz |
dd 7-H δ/ppm J 6ax,7/J 6eq,7/Hz |
Compound | dd 5-H δ/ppm J 6ax,5/J 6eq,5/Hz |
dd 7-H δ/ppm J 6ax,7/J 6eq,7/Hz |
|---|---|---|---|---|---|
| cis-5a |
4.00 7.5/5.1 |
5.38 4.8/2.7 |
trans-5a |
4.11 5.7/5.4 |
5.17 7.5/2.4 |
| cis-5b |
4.02 7.5/5.1 |
5.38 4.5/2.7 |
trans-5b |
4.12 5.7/5.1 |
5.17 7.8/2.7 |
| cis-5c |
3.76 7.2/4.8 |
5.41 4.5/2.4 |
trans-5c |
3.81 5.4/4.8 |
5.08 8.1/2.4 |
| cis-6a |
2.88 ddq 6.9/6.9/3.6 |
5.40 3.3/3.0 |
trans-6a |
2.98 ddq 6.9/6.9/3.9 |
5.30 8.1/2.7 |
| cis-7a |
4.00 7.2/6.3 |
5.31 5.7/2.7 |
trans-7a | – | – |
| cis-7b |
3.99 7.5/6.0 4.03 6.9/5.4 |
5.07 6.0/2.4 5.11 8.4/3.0 |
trans-7b |
4.12 9.3/4.8 4.19 5.4/3.9 |
5.28 5.7/2.4 5.32 4.2/3.0 |
| cis-7c |
3.97 7.2/5.1 |
– | trans-7c |
3.93 11.7/6.6 |
– |
| cis-8a |
4.13 7.5/5.1 |
5.42 4.5/2.7 |
trans-8a |
4.20 6.3/6.0 |
5.24 6.9/2.4 |