Researchers have made a significant breakthrough in the field of asymmetric synthesis of beta-lactams, which are prominent in bioactive compounds. Their innovative approach employs nickel and hydrocarbon sources that are abundant on Earth to access value-added beta-lactam products. The employment of nickel-hydride catalysis and alkenyl dioxazolone derivatives gives rise to the selective formation of four-membered lactam products.
Led by Director CHANG Sukbok, scientists from the Center for Catalytic Hydrocarbon Functionalizations within the Institute for Basic Science have made a significant advancement in the synthesis of β-lactam scaffolds, which are structural components frequently found in essential antibiotics such as penicillins and carbapenems. This breakthrough overcomes challenges in β-lactam synthesis to promise streamlined pathways for drug development.
Back in 2019, the IBS group unveiled a catalytic reaction that allowed access to chiral γ-lactams, five-membered amide structures that differ in the ring size from β-lactams. They managed to achieve high enantioselectivity by utilizing chiral iridium catalysts, however, the same approach could not be applied to the synthesis of the four-membered variant, β-lactam.
To address these challenges, the IBS research team pioneered a novel catalytic reaction using nickel, which is a far more naturally abundant transition metal. They first tackled the challenge in suppressing the formation of five-membered γ-lactams by harnessing the catalytic properties of nickel-hydride species and the alkene dioxazolone substrate.
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Breakthrough in β-lactam synthesis using nickel catalystsLed by Director Chang Sukbok, scientists from the Center for Catalytic Hydrocarbon Functionalizations within the Institute for Basic Science (IBS) have made a significant advancement in the synthesis of β-lactam scaffolds, which are structural components frequently found in essential antibiotics such as penicillins and carbapenems. This breakthrough overcomes challenges in β-lactam synthesis to promise streamlined pathways for drug development.
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