Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
49693 | Catalysis Communications | 2016 | 4 Pages |
•A cationic chiral surfactant was utilized in inducing asymmetry to MBH-reaction.•Proton NMR studies were carried out to determine the locus of the reaction.•The protocol is non-hazardous that favors faster reaction rates and high yields.
Cationic chiral surfactant (1R, 2S)-(−)-N-dodecyl-N-methylephedrinium bromide (DMEB) was utilized for the first time in inducing asymmetry to Morita-Baylis-Hillman reaction in aqueous medium. Proton NMR studies carried out to determine the locus of the reaction in micro-heterogeneous micellar environment, were found useful in proposing a plausible model for asymmetric induction. This work demonstrates that under such mild and non-hazardous reactions conditions, the reaction rates increase, good yields are favored and above all reasonable enantiomeric excesses are obtained.
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