Table 7.
substrat e |
producte | solvent | yieldb | ee | |
---|---|---|---|---|---|
1 | 48 |
(R)-(+)-50 |
toluene | 78% | 78%c d |
2 | 48 | (R)-(+)-50 | dioxane | 90% | 70%c |
3 | 51 | toluene | 89% | 93% | |
4 | 51 | 52 | dioxane | 93% | 87% |
5 | 53 | dioxane | 90% | >99% | |
6 | 55 | dioxane | 97% | 97% | |
7 | 57 | toluene | 87% | 81% | |
8 | 57 | 58 | dioxane | 94% | 73% |
9 | 59 | dioxane | 93% | 99% | |
10 | 61 | toluene | 85% | 0% | |
11 | 63 | toluene | 90% | 0% |
Unless otherwise indicated, all reactions were performed on a 0.3 mmol scale at 0.1 M for 20 h at 23 °C using 2.5% 20 and 5.5% ligand L4 or 10% dppe; the ee values were determined by chiral HPLC.
The yields were isolated yields.
The ee values was determined by the analysis of its derivative by chiral GC.
The [α]D has the same sign as reported for the R configuration.35