Table 1. Screening of Catalytic Reactionsa.
entry | T (°C) | H2 pressure (bar) | conversion of 1a (%)b | yields of 2a/3a (%)b |
---|---|---|---|---|
1c | r.t. | 10 | 23 | 19/22 |
2 | r.t. | 10 | 50 | 46/48 |
3d | r.t. | 10 | 70 | 64/68 |
4e | r.t. | 10 | 17 | 11/14 |
5f | r.t. | 10 | 92 | 81/– |
6 | r.t. | 40 | 58 | 52/56 |
7 | 135 | 20 | >99 | 94(92)/96 |
Conditions: 1a (0.5 mmol), catalyst Ru-1 (1.0 mol%), dioxane (1 mL), 36 h.
Conversions/yields were determined by GC using benzyl benzoate as internal standard; isolated yields in parentheses.
Toluene (1 mL) as solvent.
5 days.
HexSH (1 equiv) was added before the reaction.
3-Phenylpropionaldehyde (0.5 mmol) was used as substrate in the presence of HexSH (1 equiv); 4% ester was generated.