Table 3.
isolated yielda |
||||||
---|---|---|---|---|---|---|
entry | substrate | major product | cat. | t / h | imine | allyamine |
1 | 3 | 22 | (95) | (5) | ||
2 | 13 | 1 | 84 | --- | ||
3 | 3 | 9 | (90) | (10) | ||
4 | 13 | 5 | 79 | --- | ||
5 | 3 | 4 | (92) | (8) | ||
6 | 13 | 1.5 | 95 | --- | ||
7 | 13 | 10 | 93 | --- | ||
8 | 13 | 2 | 88 | --- | ||
9 | 13b | 3 | (93) | (7) | ||
10 | --- | 13b | 24 | --- | --- |
Yields in parentheses refer to ratio of imine/allylamine by NMR after complete and selective conversion of the starting material (versus internal standard)
10 mol %.