Dimethyl Sulfoxide → HCID 58691182, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-(2-methoxyethyl)-N-[(1S)-1-phenylprop-2-en-1-yl]pent-4-enamide (6b) (524 mg) dissolved in Toluene (50 mL) at 80° C. under N2 was added Grubbs catalyst (2nd generation) (53 mg) and the reaction mixture was stirred at 80° C. for 1 h, then cooled to RT. DMSO (0.2 mL) was added to the reaction and the mixture stirred for 1 h, then concentrated. The crude product was directly purified via flash chromatography (gradient—5%, 10%, 20%, 30% EtOAc/hexanes) to give a diastereomeric mixture (1:1) of the title compound. (426 mg, 87%).

Provenance & Evidence