Dimethyl malonate → HCID 86597982, compound

Participants

Reaction Conditions

Reaction Steps

[(S,S)-N-(pentamethylbenzenesulfonyl)-1,2-diphenyl-ethylenediamine](hexamethylbenzene)ruthenium (13.7 mg, 0.02 mmol, S/C=50), 5-[(1E)-2-nitroethenyl]-1,3-benzodioxole (193 mg, 1.0 mmol), dimethyl malonate (137 μl, 1.2 mmol) and toluene (4 ml) were added into Schlenk (20 ml) under an argon atmosphere, and stirred at 0° C. for 48 hours. The reaction solution was purified by flash column chromatography (hexane/acetone=90/10, SiO2), showing that the isolation yield of the product was 99%. The optical purity was measured by HPLC (CHIRALPACK AS-H manufactured by Daicel Co., Ltd., hexane:2-propanol=90:10, flow rate 1 m/min, detection by 210 nm), resulting to 95% ee.

Provenance & Evidence