Table 2.
|
Iminium ion |
R |
5 |
Yield (%)[c] |
er [d] |
|
---|---|---|---|---|---|---|
|
1 a |
H |
5 a |
69 |
67:33 |
|
|
1 b |
Me |
5 b |
60 |
65:35 |
|
|
1 c |
OMe |
5 c |
72 |
68:32 |
|
|
1 d |
NO2 |
5 d |
58 |
69:31 |
|
|
2 a |
H |
5 a |
93 |
90:10 |
|
|
2 b |
Me |
5 b |
90 |
90:10 |
|
|
2 c |
OMe |
5 c |
95 |
93:7 |
|
|
2 e |
Cl |
5 e |
92 |
91:9 |
|
|
2 f |
F |
5 f |
88 |
90:10 |
[a] Conditions: 1 (0.20 mmol) and 4 (0.30 mmol) in dichloromethane (4 mL) at 20 °C. [b] Conditions: 2 (0.20 mmol) and 4 (0.30 mmol) in acetonitrile (4 mL) at −40 °C. [c] Yields of isolated products after purification by column chromatography. [d] Determined by chiral HPLC.