Variation of aryl estera.
| ||||||
|---|---|---|---|---|---|---|
| Entry | Aryl ester | Yieldb (%) | Product | drc | er | er |
| anti- : syn- | anti d | syn d | ||||
| 1 | 1 | 58 | 4 : 5 | 49 : 51 | 79 : 21 | 93 : 7 |
| 2 | 6 | 48 | 10 : 11 | 48 : 52 | 87 : 13 | 97 : 3 |
| 3 | 7 | 0 | — | — | — | — |
| 4 | 8 | 48 | 12 : 13 | 74 : 26 | 89 : 11 | 93 : 7 |
| 5 | 9 | 51 | 14 : 15 | 68 : 32 | 89 : 11 | 95 : 5 |
Reactions performed on 0.5 mmol scale with 1.0 equiv. of 2 and 1.5 equiv. of ester.
Combined yield of diastereoisomers by 1H NMR analysis of the crude reaction mixture using 1,3,5-trimethoxybenzene internal standard.
Determined by 1H NMR analysis of the crude product.
Determined by HPLC analysis on a chiral stationary phase.