Table 1.
1H NMR data (in methanol-d4) including chemical shifts, (multiplicity) and [coupling constants] of the isolated products. Multiplicities are abbreviated as s (singlet), d (doublet), t (triplet), q (quartet), m (multiplet), and b (broad signal). R' and R are referring to the methyl signal of the attached acetyl substituent in position 3 (R') and 15 (R).
| Product | 2 (d) | 3 (dt) | 4α (dd) | 4β (dd) | 7β (d) | 8β (d) | 10 (dq) | 11 (d) |
|---|---|---|---|---|---|---|---|---|
| (5) | 3.38 [4.5] | 4.31 [10.7, 4.5] | 2.21 [14.6, 4.5] | 1.97 [14.6, 10.7] | 4.43 [4.7] | 3.91 [4.7] | 5.57 [5.6] (b) | 4.40 [5.6] |
| (7) | 3.68 [4.4] | 5.05 [11.1, 4.4] | 2.48 [15.0, 4.4] | 2.04 [15.0, 11.1] | 4.40 [5.0] | 3.91 [5.0] | 5.54 [5.5, 1.4] | 4.33 [5.5] |
| (8) | 3.41 [4.4] | 4.30 [11.1, 4.4] | 2.49 [14.6, 4.4] | 1.97 [14.6, 11.1] | 4.45 [5.6] | 3.92 [5.6] | 5.57 [5.8, 1.4] | 4.64 [5.8] |
| (9) | 3.72 [4.4] | 5.05 [11.2, 4.4] | 2.68 [15.1, 4,4] | 1.95–2.15(m) | 4.42 [5.2] | 3.91 [5.2] | 5.53 [5.9, 1.5] | 4.57 [5.9] |
| Product | 13a (d) | 13b (d) | 14 (s) | 15a (d) | 15b (d) | 16 (s) | 3 R' (s) | 15 R (s) |
| (5) | 3.02 [4.4] | 3.16 [4.4] | 1.14 | 3.64 [12.6] | 3.88 [12.6] | 1.84 | --- | --- |
| (7) | 3.08 [4.1] | 3.20 [4.1] | 1.17 | 3.67 [12.6] | 3.90 [12.6] | 1.84 | --- | 2.10 |
| (8) | 3.04 [4.4] | 3.18 [4.4] | 1.15 | 4.34 [12.6] | 4.38 [12.6] | 1.85 | 2.04 | --- |
| (9) | 3.09 [4.3] | 3.22 [4.3] | 1.18 | 4.37(s), 2H | 1.85 | 2.04 | 2.10 | |