Table 1.
| |||||
---|---|---|---|---|---|
Entry | R1 | R2 | R3 | Yield (%) | e.e. (%) |
1 | MeO | MeO | Me | 25 | 86 |
2 | H | MeO | Et | 43 | 94 |
3 | Cl | MeO | Me | 46 | 86 |
4 | H | H | Me | 66 | 88 |
5 | H | Cl | Me | 52 | 90 |
6 | H | Br | Me | 54 | 92 |
Reactions conducted as shown in Figure 1A using 22 mM styrene, 4.4 mM diazo, and 1 mol% ArM in 10% v/v THF/50 mM PIPES (pH 7.4) containing 1.75 M NaBr at 4 °C for 4 hours. Yields and e.e. were determined by HPLC using an internal standard (1,3,5-trimethoxybenzene).