Triphenylphosphine → HCID 69951119, compound

Participants

Reaction Conditions

Reaction Steps

In a flask was added 0.30 g (0.59 mmole) of the product obtained in Example 17 step b), 0.012 g (1.5 mmole) of lithium hydride and 5 ml of dry DMF. The mixture was stirred under nitrogen at 60° C. for 45 min. The solution was degassed, and a solution of 0.16 g (0.59 mmole) of (1S,4R)-1-Acetoxy-4-(tert-butyldimethylsilanyloxy)-2-cyclohexene, 0.030 g (0.033 mmole) of Pd2(dba)3, 0.046 g (0.17 mmole) of triphenylphosphine, 2 mg of lithium chloride in 5 ml of DMF was added rapidly. The resulting solution was degassed again and stirred at 70° C. for 90 minutes. The solution was partitioned between ethyl acetate and water. The organic phase was collected and concentrated. The residue was purified on silica (Heptane:EtOAc 3:2) giving 0.36 g (85%) of the subtitle compound.

Provenance & Evidence