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. 2021 Jun 14;60(25):13814-13818.
doi: 10.1002/anie.202100601. Epub 2021 May 13.

Modular Synthesis of α-Quaternary Chiral β-Lactams by a Synergistic Copper/Palladium-Catalyzed Multicomponent Reaction

Jialin Qi  1 , Fang Wei  1 , Chen-Ho Tung  1 , Zhenghu Xu  1   2
Affiliations

Modular Synthesis of α-Quaternary Chiral β-Lactams by a Synergistic Copper/Palladium-Catalyzed Multicomponent Reaction

Jialin Qi et al. Angew Chem Int Ed Engl. .

Abstract

An asymmetric multicomponent, interrupted Kinugasa allylic alkylation (IKAA) reaction has been developed with a synergistic Cu-catalyzed Kinugasa system and a Pd-catalyzed allylic alkylation reaction. This unprecedented reaction provides in high yields and with high stereoselectivity a synthesis of α-quaternary chiral β-lactams, which cannot be produced with existing synthetic methods. Stereoselective coupling of two catalytic amounts of transient organometallic intermediates formed in situ is an important feature of this reaction.

Keywords: Kinugasa; allylic alkylation; asymmetric multicomponent reaction; synergistic reactions; β-lactam.

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