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Quaternary Centers by Nickel‐Catalyzed Cross‐Coupling of Tertiary Carboxylic Acids and (Hetero)Aryl Zinc Reagents
Author(s) -
Chen TieGen,
Zhang Haolin,
Mykhailiuk Pavel K.,
Merchant Rohan R.,
Smith Courtney A.,
Qin Tian,
Baran Phil S.
Publication year - 2019
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.201814524
Subject(s) - reagent , aryl , nickel , zinc , catalysis , combinatorial chemistry , chemistry , primary (astronomy) , coupling (piping) , organic chemistry , materials science , metallurgy , physics , alkyl , astronomy
This work bridges a gap in the cross‐coupling of aliphatic redox‐active esters with aryl zinc reagents. Previously limited to primary, secondary, and specialized tertiary centers, a new protocol has been devised to enable the coupling of general tertiary systems using nickel catalysis. The scope of this operationally simple method is broad, and it can be used to simplify the synthesis of medicinally relevant motifs bearing quaternary centers.