title: An Enantioselective Synthesis of Spirobilactams through Copper-Catalyzed Intramolecular Double N-Arylation and Phase Separation.
abstract: Spirobicyclic structures are versatile building blocks for functional chiral molecules. An enantioselective synthesis of chiral spirobilactams via a copper-catalyzed double N-arylation was developed. Amplification of solution ee by in situ precipitation of the racemate was observed with this method and enantioenriched spirobilactams were obtained with excellent ee values through simple solid-solution phase separation.
authors.affiliation: Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, No.190 Kaiyuan Avenue, Guangzhou Science Park, Guangzhou, 510530 (China).
authors.forename: Jianguang
authors.initials: J
authors.lastname: Liu
authors.affiliation: Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, No.190 Kaiyuan Avenue, Guangzhou Science Park, Guangzhou, 510530 (China).
authors.forename: Yingying
authors.initials: Y
authors.lastname: Tian
authors.affiliation: College of Chemistry and Chemical Engineering, Hunan Normal University, No. 36 Lushan Road, Changsha, 410081 (China).
authors.forename: Jialing
authors.initials: J
authors.lastname: Shi
authors.affiliation: Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, No.190 Kaiyuan Avenue, Guangzhou Science Park, Guangzhou, 510530 (China).
authors.forename: Shasha
authors.initials: S
authors.lastname: Zhang
authors.affiliation: Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, No.190 Kaiyuan Avenue, Guangzhou Science Park, Guangzhou, 510530 (China). cai_qian@gibh.ac.cn.
authors.forename: Qian
authors.initials: Q
authors.lastname: Cai
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D007769:Lactams / Q000378:metabolism*; D013237:Stereoisomerism
chemical_list: D007769:Lactams; D003300:Copper
keywords: N-arylation; asymmetric catalysis; copper; phase separation; spirobilactams