Table 1.
Optimization of the Reaction Conditions
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|---|---|---|---|---|
| entrya | substrate | ligand | yield (%)b | ee (%)c |
| 1 | 1b | L1 | 72 | 87 |
| 2 | 1b | L2 | 69 | 92 |
| 3 | 1b | L3 | 62 | 40 |
| 4 | 1b | L4 | 54 | 83 |
| 5 | 1b | L5 | 63 | 91 |
| 6 | 1c | L2 | 74 | 92 |
| 7d | 1c | L5 | 75 | 95 |
Reaction conditions: (1) 5 mol % gold catalyst, 10 mol % AgSbF6, 0.05 mmol substrate, 10 mg 4 Å molecular sieves, 1 mL CH2Cl2. (2) 5 mg PTSA·H2O, 1 mL acetone, 0.1 mL H2O.
Isolated yields after two steps.
ee was determined by chiral HPLC analysis of the crude product.16
0.1 mmol scale, c = 0.1 M, 20 min.
