Table 1.
| |||||
---|---|---|---|---|---|
entry | catalyst (mol %) | time, d | R2 | % convna | % ee |
1 | 11 (5) | 1 | Me | 54 | <3 |
2 | 11 (5) | 1 | PhCH2 | 47 | −25 |
3 | 11 (5) | 1 | Ph2CH | 5 | ND |
4 | 11 (10) | 1 | 1-Np2CH | <5 | ND |
5 | 10 (5) | 2 | Me | 91b | 34b |
6 | 10 (5) | 2 | PhCH2 | 94b | 48b |
7 | 10 (5) | 2 | 1-NpCH2 | 97b | 51b |
8 | 10 (5) | 2 | 2-NpCH2 | 96b | 47b |
9 | 10 (5) | 2 | Me2CH | <5 | ND |
10 | 10 (5) | 2 | Ph2CH | 91b | 75b |
11 | 10 (5) | 2 | 1-Np2CH | 96b | 85b |
12 | 10 (10) | 0.4 | 1-Np2CH | 92b | 80b |
13 | 8 (10) | 2 | 1-Np2CH | 47 | 59 |
14 | 9 (10) | 2 | 1-Np2CH | 47 | −52 |
Conversion was determined by 1H NMR, unless indicated otherwise.
Reported % isolated yields and % ee’s are averages of two runs.