The characteristic 1H-NMR data of compounds 2–5 (600 MHz)a.
No. | Product 2 | Product 3 | Product 4 | Product 5 |
---|---|---|---|---|
1 | 1.61 (o), 1.49 (o) | 1.61 (m), 1.58 (m) | 1.56 (m), 1.79 (m) | 1.45 (m) |
2 | 2.58 (o) | 2.39 (m), 2.56 (m) | 2.61 (m) | 2.05 (m) |
3 | — | — | — | — |
4 | — | — | — | — |
5 | 1.68 (o) | 1.92 (o) | 1.66 (d, 10.8) | 1.96 (dd, 1.8, 12.6) |
6 | 1.76 (m) | 1.37 (m) | 1.99 (m) | 1.30 (m) |
7 | 1.48 (m), 1.24 (m) | 1.47 (m), 1.26 (m) | 1.36 (m) | 1.21 (m), 1.47 (m) |
8 | — | — | — | — |
9 | 1.61 (o) | 1.68 (m) | 1.62 (m) | 1.86 (m) |
10 | — | — | — | — |
11 | 1.94 (o) | 1.93 (m) | 1.85 (m) | 1.04 (o) |
12 | 5.32 (t, 3.6) | 5.40 (t, 3.6) | 5.32 (t-like) | 5.16 (t, 3.6) |
13 | — | — | — | — |
14 | — | — | — | — |
15 | 1.77 (o), 1.03 (o) | 1.11 (m) | 1.11 (m), 1.84 (m) | 1.75 (m) |
16 | 1.67 (m), 1.48 (m) | 1.85 (m), 1.59 (m) | 1.52 (m) | 1.65 (m) |
17 | — | — | — | — |
18 | 2.64 (d, 10.8) | 2.68 (d, 11.4) | 2.249 (d, 11.4) | 2.11 (d, 10.8) |
19 | 1.69 (o) | 1.77 (m) | 1.44 (m) | 1.40 (m) |
20 | 2.23 (dd, 6.0, 10.8) | 2.14 (dd, 6.0, 10.8) | 0.98 (o) | 0.79 (m) |
21 | — | — | 3.43 (td, 4.2, 10.8) | 3.19 (td, 4.2, 10.8) |
22 | 2.14 (d, 13.2), 2.69 (d, 12.6) | 2.65 (d, 12.6), 2.39 (d, 12.6) | 1.57 (m), 2.41 (dd, 4.2, 12.6) | 1.80 (m), 1.35 (m) |
23 | 1.40 (s) | 4.86 (brs), 4.65 (brs) | 1.48 (s) | 4.65 (brs), 4.84 (brs) |
24 | 1.34 (s) | 1.72 (s) | 1.42 (s) | 1.71 (s) |
25 | 1.08 (s) | 0.92 (s) | 1.15 (s) | 0.86 (s) |
26 | 0.81 (s) | 0.82 (s) | 0.84 (s) | 0.80 (s) |
27 | 1.02 (s) | 1.05 (o) | 1.07 (s) | 1.05 (s) |
28 | — | — | — | — |
29 | 0.96 (d, 6.6) | 1.01 (d, 6.6) | 0.91 (d, 6.0) | 0.84 (d, 6.6) |
30 | 0.93 (d, 6.6) | 1.05 (d, 6.6) | 1.08 (d, 6.0) | 0.98 (d, 6.6) |
Mult, multiplicity: s, singlet; d, doublet; t, triplet; o, overlap; solvent DMSO-d6 was used for products 2 and 5; solvent CDCl3 was used for products 3 and 4.