Table 2.
Overview of the relevant compounds with their chemical shifts δ, multiplicity, coupling constants J and dihedral angles ϕ for both protons H2 and H6 as well as the resulting conformation for the compound.
| Product | Class δ (H2) [ppm] |
3J(H2,H3,pro-S) 3J(H2,H3,pro-R) [Hz] |
ϕ(H2,H3,pro-S) ϕ(H2,H3,pro-R) [°] |
Class δ (H6) [ppm] |
3J(H6,H5,pro-S) 3J(H6,H5,pro-R) [Hz] |
ϕ(H6,H5,pro-S) ϕ(H6,H5,pro-R) [°] |
Conf. |
|
| |||||||
| (2R,6S)-9 | dd 5.03 |
5.7 3.6 |
300 60 |
dd 4.78 |
5.1 5.1 |
60 300 |
chair |
| (2R,6S)-9 | d 4.17 |
0 5.8 |
90 210 |
d 5.81 |
5.9 0 |
30 270 |
half-chair |
| (2R,6R)-9 | dd 5.26 |
6.3 2.2 |
300 60 |
dd 4.71 |
11.7 3.3 |
180 60 |
chair |
| (2R,6S)-10 | dd 4.87 |
5.3 5.3 |
300 60 |
dd 4.75 |
7.2 4.4 |
60 300 |
chair |
| (2R,6S)-10 | d 4.23 |
0 5.0 |
90 210 |
d 5.77 |
5.7 0 |
30 270 |
half-chair |
| (2R,6S)-11 | dd 4.03 |
3.3 12.9 |
60 180 |
dd 4.16 |
2.8 12.8 |
300 180 |
chair |
| (2R,6S)-13I | d 5.11 |
4.7 0 |
330 90 |
d 5.06 |
0 6.0 |
270 210 |
half-chair |
| (2R,6S)-13II | d 4.68 |
0 5.8 |
90 210 |
d 5.39 |
4.8 0 |
30 270 |
half-chair |
| (2R,6R)-13 | dd 4.97 |
4.2 4.2 |
300 60 |
dd 4.64 |
10.3 3.3 |
180 60 |
chair |