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An Enantioselective Synthesis of Spirobilactams through Copper‐Catalyzed Intramolecular Double N‐Arylation and Phase Separation
Author(s) -
Liu Jianguang,
Tian Yingying,
Shi Jialing,
Zhang Shasha,
Cai Qian
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201504589
Subject(s) - enantioselective synthesis , intramolecular force , copper , catalysis , combinatorial chemistry , phase (matter) , chemistry , stereochemistry , organic chemistry
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.