Decanal → HCID 11052606, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 1.25 mmol of the titanium compound of Example 2b in 60 ml of diethyl ether is cooled to -74° C. and 0.19 ml (0.1 mmol) of freshly distilled capraldehyde is added. The slightly yellow, clear solution is stirred for a further 2 hours at -74° C. and 5 ml of a 5N H2O/THF solution are added and the mixture is warmed to RT, stirred for a further hour at this temperature, filtered with suction and evaporated on a rotary evaporator. The crude product (1.13 g of clear, colourless oil) is flash-chromatographed (60 g of silica gel, 35 cm long, cross-section 2 cm, 5 ml/fraction, 0.4 bar, 10:1 toluene/ethanol) and is then distilled in a bulb tube (b.p.: ≈120-130 at 0.104 mbar). 0.141 g of product is obtained. Yield: 71%, ee: 95%.

Provenance & Evidence