Table 7.
| ||||||
---|---|---|---|---|---|---|
entry | R | Base | yield | b/l | dr | ee % |
1 | Me (8a) | NaOtBu (1 eq) | 92% | 2:1 | 1.2:1 | 92 |
2 | OAc(8b) | NaOtBu (1 eq) | ||||
3 | 2-pyridyl | NaOtBu (1 eq) | 89% | 14:1 | 1:1 | |
4 | CO2tBu | NaOtBu (1 eq) | 85% | 12:1 | 3:1 | 98 |
5 | CO2Et(8e) | NaOtBu (1 eq) | 86% | 15:1 | 5:1 | 99 |
6 | CO2Me(8f) | NaOtBu (1 eq) | 60% | 15:1 | 7:1 | 98 |
7 | CO2Me(8f) | NaOtBu (0.1 eq) BSA (1.2 eq) |
88% | 15:1 | 7:1 | 98 |
8* | CO2Me(8f) | NaOtBu (0.1 eq) BSA (1.2 eq) |
83% | 15:1 | 7:1 | 98 |
performed with 2.5% (C7H8)Mo(CO)3 and 3.75% L1