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Optimization of C(3) Protecting Group.
 | ||||
|---|---|---|---|---|
| entrya | R | temp., °C | time, h | yield, %b |
| 1 | Me | rt | 12 | 27b (69) |
| 2 | TES | rt | 12 | 33 (50) |
| 3 | TIPS | rt | 12 | 34 (20) |
| 4 | Me | 50 | 4 | 27b (71) |
| 5 | TES | 50 | 4 | 33 (67) |
| 6 | TIPS | 50 | 4 | 34 (70)c |
Silanol (1.0 equiv) and aromatic iodide (1.0 equiv) were used in all cases.
Correspond to isolated yields.
Product was impure.
