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Effect of the chiral ligand used in the Sharpless asymmetric dihydroxylation of 12.
| Entry | Ligand | Ratio of the mixture* | Yield of 13a + 13b |
|---|---|---|---|
| 1 | (DHQ)2AQN | 1.5 : 1 | 96 |
| 2 | (DHQ)2PHAL | 6 : 1 | 85 |
| 3 | (DHQ)2Pyr | 7 : 1 | 84 |
| 4 | – | 1 : 1 | 82 |
| 5 | (DHQD)2Pyr | 1 : 15 | 85 |
The ratio of 13a and 13b was determined by 13C NMR analysis.
