Table 1.
entry | substrate | R | yield (%)b | ee (%)c |
---|---|---|---|---|
1 | Bz (3a→4a)d | 98 | 73 | |
2 | Boc (3b→4b) | 95 | 72 | |
3 | PhO(CO) (3c→4c) | 95 | 73 | |
4 | Bz (3d→4d) | 29 | 88 | |
5 | Piv (3e→4e) | 48 | 73 | |
6 | Bn (3f→4f) | trace | ND | |
7 | Boc (3g→4g) | 67 | 85 | |
8 | Cbz (3h→4h) | 89 | 84 | |
9 | PhO(CO) (3i→4i) | 70 | 87 | |
10 | 81 | 93 |
Reaction performed under the conditions of Figure 3 at 60 °C.
All reported yields are for isolated products.
Enantiomeric excesses were determined by chiral SFC analysis.
Absolute configuration was assigned by VCD spectroscopy22 supported by theoretical calculations (see supporting information).