Table 3.
| ||||
---|---|---|---|---|
entry | imine | allylic alcohol | yield (%)[a],[b] | product |
1 |
32 |
20 |
53 |
33 |
2 |
34 |
35 |
52 |
36 |
3 |
1 |
37 |
55 |
38 |
4 |
39 |
4 |
67 |
40 |
5 |
41; R1, R2 = Me |
4 | 79 |
42; R1, R2 = Me |
6 | 43[c]; R1 = H, R2 = TMS | 4 | 69 | 44; R1 = H, R2 = TMS |
7 |
45 |
4 | 83 |
46 |
8 | 1 |
47 |
72 |
48 dr ≥ 20:1; (Z):(E) ≥ 20:1 |
Reaction conditions: See supporting information for details.
No evidence was found for the production of stereoisomeric products.
Compound 43 was used as a mixture of alkene isomers (E:Z = 4:1).