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Optimization studies.
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| entry | hydride (equiv) | base (equiv) | yield, %a |
| 1 | NaBH3CN (1.5) | – | 46 |
| 2 | NaBH3CN (1.5) | pyridine (1.5) | 77b |
| 3 | Py-BH3 (1.5) | pyridine (1.5) | 78b |
| 4 | Py-BH3 (2.0) | pyridine (2.0) | 80b |
| 5 | NHC·BH3 (1.5) | pyridine (1.5) | 76c |
| 6 | NaBH3CN (2.0) | pyridine (1.5) | 83c |
| 7 | NaBH3CN (2.0) | NaOAc (1.5) | 74b |
aDetermined by 19F NMR with internal standard. bOligomeric byproducts (5–11%) were observed. cIsolated yield.
