Table 1.
Optimization of reaction conditions for the synthesis of BHMs catalyzed by C.
 | |||||||
|---|---|---|---|---|---|---|---|
| Entrya | Capsule | T (°C) | 2a/3a | Yield (%)b | 4aa (%)c | 5aa (%)c | 6aa (%)c |
| 1 | No | 30 | 1/1 | — | — | — | — |
| Yes | 35 | 23 | 4 | 8 | |||
| 2 | No | 50 | 1/1 | — | — | — | — |
| Yes | 43 | 30 | 4 | 9 | |||
| 3 | No | 10 | 1/1 | — | — | — | — |
| Yes | 20 | 10 | 5 | 5 | |||
| 4 | No | 30 | 2/1 | — | — | — | — |
| Yes | 60 | 40 | 5 | 15 | |||
| 5 | No | 30 | 4/1 | — | — | — | — |
| Yes | 98 | 60 | 10 | 28 | |||
a
Reactions were performed on a 0.16 mmol scale using 2a (from 1 to 4 equiv.), 3a (1 equiv.), and capsule C (0.26 equiv.) in water saturated CDCl3 (1.1 mL) under stirring for 16 h.
b
Overall yield of all the isolated products.
c
Yields of the isolated products by chromatography on column.