Copper(I)-Catalyzed Asymmetric Interrupted Kinugasa Reaction: Synthesis of α-Thiofunctional Chiral β-Lactams
Jialin Qi
Department of Chemistry, Shandong University, No. 27 South Shanda Road, Jinan, 250100 China
Search for more papers by this authorFang Wei
Department of Chemistry, Shandong University, No. 27 South Shanda Road, Jinan, 250100 China
Search for more papers by this authorShuai Huang
Department of Chemistry, Shandong University, No. 27 South Shanda Road, Jinan, 250100 China
Search for more papers by this authorProf. Dr. Chen-Ho Tung
Department of Chemistry, Shandong University, No. 27 South Shanda Road, Jinan, 250100 China
Search for more papers by this authorCorresponding Author
Prof. Dr. Zhenghu Xu
Department of Chemistry, Shandong University, No. 27 South Shanda Road, Jinan, 250100 China
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032 China
Search for more papers by this authorJialin Qi
Department of Chemistry, Shandong University, No. 27 South Shanda Road, Jinan, 250100 China
Search for more papers by this authorFang Wei
Department of Chemistry, Shandong University, No. 27 South Shanda Road, Jinan, 250100 China
Search for more papers by this authorShuai Huang
Department of Chemistry, Shandong University, No. 27 South Shanda Road, Jinan, 250100 China
Search for more papers by this authorProf. Dr. Chen-Ho Tung
Department of Chemistry, Shandong University, No. 27 South Shanda Road, Jinan, 250100 China
Search for more papers by this authorCorresponding Author
Prof. Dr. Zhenghu Xu
Department of Chemistry, Shandong University, No. 27 South Shanda Road, Jinan, 250100 China
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032 China
Search for more papers by this authorAbstract
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.
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