[CH2:1]([O:3][CH:4]1[CH2:8][C:7]2[C:9](=[O:13])[CH2:10][CH2:11][CH2:12][C:6]=2[O:5]1)[CH3:2]>CCOC(C)=O.[Pd]>[CH2:1]([O:3][CH:4]1[CH2:8][CH:7]2[C:9](=[O:13])[CH2:10][CH2:11][CH2:12][CH:6]2[O:5]1)[CH3:2]To a solution of the ketone 10 (140 mg, 0.77 mmol) in EtOAc (9 mL) was added 5% Pd/C (128 mg, 60 μmol) and the mixture was stirred under H2 (1 atm) for 1.5 h at room temperature. The mixture was then filtered on Celite and the pad washed with EtOAc. Evaporation of the solvent furnished the corresponding crude ketone 11 as an essentially pure mixture of diastereoisomers (130 mg, dr=9:1). The ketone was directly submitted to the next step without purification. TLC Major isomer: Rf=0.35 (hexanes:EtOAc=2:1).
Wird geladen…