Table 1.
entry | R; R' | yield (SM %)b | ee (%)c |
---|---|---|---|
1 | Me; H | 59% (23) | 45 |
2 | Me; OMe | 31% (14) | 44 |
3 | tBu; OMe | 41% (<1) | 70 |
4 | Mes; H | 58% (38) | 75 |
5 | TTB; H | 3% (79) | nd |
6 | TMS; H | 73% (<1) | 75 |
7 | TES; H | 66% (<1) | 83 |
8 | CF3; H | 43% (<2) | 71 |
9 | iPr(F7); H | 44% (43) | 86 |
Standard conditions: 1a (0.10 mmol, 1.0 equiv), 2 (0.135 mmol, 1.35 equiv), CuCl (5 mol %), L (6 mol %), THF (1.0 mL), 65 °C, 24 h.
Yield was determined by 19F NMR of crude reaction, using PhF as an internal standard.
Determined by HPLC with a chiral stationary phase.