Table 2.
Entry | R1 | R2 | Yield (%)a | Isomeric ratiob |
---|---|---|---|---|
1 | TIPS | Ph | 80 | 32 : 1 |
2c | TBS | Ph | 81 | 41 : 1 |
3 | TES | Ph | 84 | 10 : 1 |
4 | TIPS | tert-butyl | 76 | 57 : 1 |
5 | TBS | tert-butyl | 84 | 82 : 1 |
6 | TES | tert-butyl | 78 | 40 : 1 |
Yields of 8 (entries 1–3), and of 9 (entries 4–6) for two steps; ;
The isomeric ratio (2′R,3′S) : (2′S,3′R) was determined by HPLC;
Same as entry 1, Table 1.