Table 1.
Comparative 13C NMR data (CDCl3, 175 † and 150 ‡ MHz) reported by McPhail and co-workers [18] for naturally-occurring 16; by Willwacher et al. [20,21] for synthetic 12a, 12b and 16; and by Xu, Ye and co-workers [19] for synthetic 12a and 16.
Carbon | Naturally-Occurring 16 [18] † | Synthetic 12a [21] ‡ | Synthetic 12b [21] ‡ | Synthetic 12a [19] ‡ | Synthetic 16 [19] ‡ | Synthetic 16 [20] ‡ |
---|---|---|---|---|---|---|
1 | 167.4 | 167.3 | 166.8 | 167.1 | 167.4 | 167.4 |
2 | 123.1 | 123.1 | 123.6 | 122.9 | 123.0 | 123.1 |
3 | 147.1 | 146.3 | 146.1 | 146.2 | 147.2 | 147.1 |
4 | 38.8 | 38.5 | 39.5 | 38.2 | 38.8 | 38.8 |
5 | 73.9 | 73.4 | 73.9 | 73.2 | 73.9 | 73.9 |
6 | 37.6 | 36.7 | 38.2 | 36.4 | 37.6 | 37.6 |
7 | 73.1 | 72.8 | 72.7 | 72.6 | 73.1 | 73.1 |
8 | 39.7 | 39.3 | 39.2 | 39.0 | 39.7 | 39.7 |
9 | 72.5 | 73.1 | 73.2 | 72.9 | 72.5 | 72.5 |
10 | 43.1 | 42.9 | 43.5 | 42.6 | 43.1 | 43.1 |
11 | 34.2 | 32.8 | 34.1 | 32.6 | 34.2 | 34.2 |
12 | 141.5 | 140.9 | 141.3 | 140.6 | 141.6 | 141.5 |
13 | 123.9 | 123.8 | 124.9 | 123.6 | 123.9 | 123.9 |
14 | 131.3 | 130.5 | 130.6 | 130.3 | 131.3 | 131.3 |
15 | 126.9 | 126.5 | 126.2 | 126.3 | 127.0 | 126.9 |
16 | 31.1 | 31.2 | 31.0 | 31.0 | 31.1 | 31.1 |
17 | 81.0 | 81.3 | 81.8 | 81.1 | 81.0 | 81.0 |
18 | 37.3 | 37.1 | 36.9 | 36.9 | 37.4 | 37.4 |
19 | 36.8 | 36.0 | 36.4 | 35.8 | 36.8 | 36.8 |
20 | 83.2 | 82.7 | 82.1 | 82.5 | 83.2 | 83.2 |
21 | 73.0 | 73.4 | 73.3 | 72.3 | 73.0 | 73.1 |
22 | 34.1 | 34.1 | 34.7 | 33.9 | 34.1 | 34.1 |
23 | 72.3 | 72.5 | 74.0 | 72.3 | 72.3 | 72.3 |
24 | 66.1 | 65.7 | 65.7 | 65.6 | 66.1 | 66.1 |
25 | 18.3 | 20.1 | 22.0 | 19.9 | 18.3 | 18.3 |
26 | 14.5 | 14.7 | 14.9 | 14.6 | 14.6 | 14.5 |
1′ | 94.2 | 94.0 | 94.1 | 93.7 | 94.2 | 94.2 |
2′ | 80.8 | 80.9 | 80.9 | 80.6 | 80.8 | 80.8 |
3′ | 71.7 | 71.7 | 71.6 | 71.4 | 71.7 | 71.7 |
4′ | 74.3 | 74.2 | 74.2 | 74.0 | 74.3 | 74.3 |
5′ | 68.1 | 68.2 | 68.2 | 67.9 | 68.1 | 68.1 |
6′ | 17.7 | 17.7 | 17.7 | 17.5 | 17.7 | 17.7 |
7′ | 59.1 | 59.2 | 59.1 | 59.0 | 59.2 | 59.1 |