Table 1. Multicomponent assembly hemiaminal ether yield and dr formed with various pyridine carbaldehyde derivatives (2PA3, 2PA6, IQA, QA, 2PA, and PNA) and 1-phenylethanol a .
Code | Substituent |
2PA3 assembly |
2PA6 assembly |
||
Yield | dr | Yield | dr | ||
2PA′F | F | 87% | 1.51 | 73% | 1.45 |
2PA′Cl | Cl | 87% | 1.62 | 58% | 1.71 |
2PA′Br | Br | 86% | 1.92 | 52% | 1.61 |
2PA′MeO | MeO | 96% | 1.41 | 52% | 1.89 |
2PA′Me | Me | 97% | 2.01 | 83% | 2.28 |
2PA | H | 83% | 1.41 | 83% | 1.41 |
IQA | 3,4-Benzo | 79% | 1.45 | n/a | n/a |
QA | 5,6-Benzo | <5% | n/a | n/a | n/a |
PNA | Dibenzo | <5% | n/a | n/a | n/a |
aThe 3 and 6 subscribes designate the regiochemistry of PA substitution.