Table II. 1H-NMR results for 1, 2, and 3.
Samples were analyzed at 300 K. The isolated product 1 was dissolved in MeCN-d3 (99.8 atom % D), while 2 and 3 were dissolved in CDCl3 (99.8 atom % D).
| H | 1 | 2 | 3 |
|---|---|---|---|
| δH (J in Hz) | δH (J in Hz) | δH (J in Hz) | |
| 1 | 5.00 m, overlaid | 5.80 dd, J = 17.5, 10.8 Hz, 1H | 5.93 dd, J = 17.6, 11.0 Hz, 1H |
| 2a | 2.10 m, overlaid H | 4.97 d, J = 10.5 Hz, 1H | 4.98 d, J = 17.2 Hz, 1H |
| 2b | 2.27 m, overlaid H | 4.98 d, J = 18.0 Hz, 1H | 4.99 d, J = 11.7 Hz, 1H |
| 3a | 2.04 m, overlaid H | 5.02 s, 1H | 4.85 s, 1H |
| 3b | 2.23 m, overlaid H | 5.07 s, 1H | 4.99 s, 1H |
| 5 | 4.98 d, J = 10.1, overlaid H | 2.13 d, J = 2.6 Hz, 1H | 2.56 d, J = 4.0 Hz, 1H |
| 6 | 5.14 dd, J = 9.8, 4.6, 1H | 4.45 t, J = 3.3 Hz, 1H | 4.50 t, J = 4.8 Hz, 1H |
| 7 | 2.49 m, overlaid H | 2.29–2.36 m, 1H | 2.57–2.65 m, 1H |
| 8 | 1.59 s | ||
| 8a | 1.37 qd, J = 13.9, 2.90 Hz, 1H | 1.42–1.52 m, 1H | |
| 8b | 1.64 ddd, J = 13.5, 6.3, 3.3 Hz, 1H | 1.61–1.67 m, overlaid, 1H | |
| 9 | 1.56–1.61 m, overlaid, 2H | ||
| 9a | 1.70 m, overlaid H | 1.55 m, overlaid H | |
| 9b | 2.45 d, J = 13.0, 1H | 1.53 m, overlaid H | |
| 11 | 2.94 m, overlaid H | 2.76 quin, J = 7.0 Hz, 1H | 2.79 quin, J = 7.3 Hz, 1H |
| 13 | 1.13 s, 3H | 1.21 d, J = 7.3 Hz, 3 H | 1.22 d, J = 7.3 Hz |
| 14 | 1.53 s, 3H | 1.20 s, 3 H | 1.03 s, 3 H |
| 15 | 1.67 s, 3H | 1.87 s, 3 H | 1.85 s, 3 H |