Modular Synthesis of α‐Quaternary Chiral β‐Lactams by a Synergistic Copper/Palladium‐Catalyzed Multicomponent Reaction
Jialin Qi, Fang Wei, Chen‐Ho Tung, Zhenghu Xu
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.
Topics & Concepts
StereoselectivityTsuji–Trost reactionCatalysisAllylic rearrangementChemistryPalladiumCoupling reactionAlkylationCombinatorial chemistryCopperOrganic chemistrySynthesis of β-Lactam CompoundsSynthesis and Catalytic ReactionsSynthetic Organic Chemistry Methods