Table 3.
Effect of the glucose-based macrocycles (1 or 2) in Michael addition of β-nitrostyrene (14) and diethyl acetamidomalonate (15).
Entry | Catalyst | Time, h | Yield, % a | ee, % b |
---|---|---|---|---|
1 | 1a | 72 | 49 | 42 |
2 | 1b | 48 | 42 | 28 |
3 | 1c | 120 | 33 | 21 |
4 | 2a | 3 | 70 | 99 c |
5 | 2b | 22 | 58 | 38 |
6 | 2c | 120 | 36 | 15 |
a Isolated by preparative TLC; b Determined by chiral HPLC; c See Ref. [65].