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Copper(I)‐Catalyzed Asymmetric Interrupted Kinugasa Reaction: Synthesis of α‐Thiofunctional Chiral β‐Lactams
Author(s) -
Qi Jialin,
Wei Fang,
Huang Shuai,
Tung ChenHo,
Xu Zhenghu
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202013450
Subject(s) - stereocenter , electrophile , sulfur , chemistry , catalysis , copper , combinatorial chemistry , enantioselective synthesis , organic chemistry , stereochemistry
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.