Binap, (A+-)- → D-Citronellol

Participants

Reaction Steps

Under an inert gas atmosphere, 2.4 mg of [RuCl2(C6H6)]2 (corresponding to 0.01 μmol of Ru) were dissolved in 75 ml of methanol, 6.0 mg (80.01 μmol) of (S)-BINAP were added and the mixture was stirred for 12 h at room temperature until the resulting solution was clear. The catalyst solution was transferred to an autoclave fitted with a gas dispersion stirrer and a further 75 ml of methanol and 14.8 g of geraniol (0.096 mol, purity 95%) were added. The mixture was stirred for 24 h at a hydrogen pressure of 100 bar and a temperature of 40° C. A conversion of 98.3% was then determined by gas chromatography. A yield of 97.2% of (R)-citronellol with an enantiomeric purity of 95.2% ee was obtained.

Provenance & Evidence