Table 4.
TMSBr-mediated 2-deoxyglycosylation of O-acetyl galactal 4.
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| Entry | Acceptor | Product | Yield (α/β) |
| 1 | 12 | 51 | quant. (9:1) |
| 2 | 13 | 52 | 95% (4:1) |
| 3 | 14 | 53 | 90% (8:1) |
| 4 | 15 | 54 | quant. (7:1) |
| 5 | 16 | 55 | quant. (8:1) |
| 6 | 17 | 56 | quant. (9:1) |
| 7 | 18 | 57 | 99% (9:1) |
| 8a | 19 | 58 | 43% (13:1) |
| 9a | 20 | 59 | 50 % α only |
| 10a | 21 | 60 | 97% (9:1) |
| 11 | 22 | 61 | 50% (4:1) |
| 12a | 23 | 62 | 94% (10:1) |
| 13a | 24 | 63 | 60% α only |
aA minimum amount of CH2Cl2 was added for solubility.
