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Effect of Protecting Group on the Radical Deoxygenation Reactiona
 | |||
|---|---|---|---|
| Entry | R (Compound) | Yield (%) | Product ratio 6:21b |
| 1 | MOM (9c) | 93 | 5.4:1 (6c) |
| 2 | SEM (9b) | 92 | 5.5:1 (6b) |
| 3 | PMB (9a) | 92 | 4:1 (6a) |
| 4 | Ac (9d) | 71 | 1:1.5 (6d) |
| 5 | Piv (9e) | 65 | 1:2 (6e) |
Reactions were carried out on 0.01 mmol scale with 2.0 equiv. n-Bu3SnH and 0.08 equiv AIBN in toluene at 100 °C.
Ratios were determined by 1H NMR (500 MHz) spectroscopic analysis.
