Table 3.
entry | amine | product | % yieldb | erc |
---|---|---|---|---|
1 | 17a | 81 | 95:5 | |
2 | 17b | 73 | 93:7 | |
3 | 17c | 82 | 97:3 | |
4 | 17d | 80 | 98.5:1.5 | |
5 | 17e | 94 | 95:5 | |
6 | 17f | 84 | 95.5:4.5 | |
7 | 17g | 74 | 89:11 | |
8 | 17h | 87 | 97:3 | |
9 | 81 | dr 90:10 (R,R:R,S) | ||
10 | 89 | dr 84:16 (S,R:S,S) |
Reactions were run with 0.25 mmol 6d, 0.25 mmol amine, and 15 mol % catalyst and 3Å molecular sieves in toluene for 36 h under Ar, followed by flash chromatography on silica gel.
Isolated yield.
Determined by chiral HPLC analysis.