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. 2020 Sep 25;11(41):11189–11194. doi: 10.1039/d0sc04032k

Optimization of hydrogenation of vinyl fluoride 1aa.

graphic file with name d0sc04032k-u2.jpg
Entry Solvent H2 (bar) Catalyst (mol%) Conversion (%) de-F (%) ee (%)
1 CH2Cl2 10 1.0 99 <1 97
2 DCE 10 1.0 99 3 97
3 PhCF3 10 1.0 98 3 97
4 CH2Cl2 4 1.0 99 2 97
5 CH2Cl2 10 0.5 99 4 97
a

Reaction conditions: 0.05 mmol of 1a, 0.5 mL solvent. Conversion was determined by 1H-NMR spectroscopy. Enantiomeric excess was determined by SFC.