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Boron vs Tin mediated regioselective glycosylation
 | ||||
|---|---|---|---|---|
| Additive | solvent(s) | 19:20 | yield | |
 |
none | CH2Cl2 | 1:2 | 61% |
| Bu2Sn=O (1.1 equiv) |
CH2Cl2 | 5:1 | 68% | |
|
Boron cat. (15 mol%) |
CH2Cl2 | 2.5:1 | 61% | |
|
Boron cat. (10 mol%) |
CH3CN/CH2Cl2 (1:0.2) |
3:1 | 65% | |
|
Boron cat. (15 mol%) |
CH3CN/THF (1:0.1) |
6:1 | 74% | |
|
Boron cat. (30 mol%) |
CH3CN/THF (1:0.1) |
7.5:1 | 77% | |
