Table 2. The effect of a 3-O- and 6-O-acyl protection on the stereoselectivity of glucosylation a .
| |||
| Entry | Donor | Acceptor | Yield, α/β ratio |
| 1a | 30 |
|
89%, 5.3/1 |
| 2a | 30 |
|
93%, 11.2/1 |
| 3a | 31 |
|
93%, 16.4/1 |
| 4b | 32 | 34 | 59%, 6.8/1 |
| 5c | 33 | 35 | 96%, 5.9/1 |
aConditions: aMeOTf, CH2Cl2, AW-300, –35 → –15 °C; bTf2O, DTBMP, CH2Cl2, –78 → 0 °C; cMeOTf, CH2Cl2, AW-300, 20 °C.