Copper(I)‐Catalyzed Asymmetric Interrupted Kinugasa Reaction: Synthesis of α‐Thiofunctional Chiral β‐Lactams
Jialin Qi, Fang Wei, Shuai Huang, Chen‐Ho Tung, Zhenghu Xu
Abstract
A copper(I)-catalyzed asymmetric, three-component interrupted Kinugasa reaction has been developed. Diverse chiral sulfur-containing chiral β-lactams with two consecutive stereogenic centers were synthesized in one step from readily available starting materials in good yields and with excellent diastereo- and enantioselectivity. The key is the interception of in situ formed chiral four membered copper(I) enolate intermediate with sulfur electrophiles.
Topics & Concepts
StereocenterElectrophileSulfurCopperCatalysisChemistryEnantioselective synthesisCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistrySynthesis of β-Lactam CompoundsSynthesis and Catalytic ReactionsSynthesis and Biological Evaluation