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Spiroketal Formation with the Saturated Framework 48.
 | ||
|---|---|---|
| entry | conditionsa | yieldb |
| 1 | 3 equiv DDQ, CH2Cl2/H2O (10/1) | 21 |
| 2 | 3 equiv DDQ, CH2Cl2/pH 7.0 buffer | 23 |
| 3 | 3 equiv DDQ, CH2Cl2 | <5 |
 | ||
| 5 | 2 equiv DDQ, CH2Cl2, 6 equiv pyridine | 44c |
Reactions were carried out at 0 °C.
Isolated yields after SiO2 column chromatography.
Reaction was warmed to room temperature.
