@article{fb59f73506514e249e5e9f4581e302bd,
title = "Quaternary Centers by Nickel-Catalyzed Cross-Coupling of Tertiary Carboxylic Acids and (Hetero)Aryl Zinc Reagents",
abstract = "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.",
keywords = "decarboxylative radical coupling, nickel catalysis, quaternary centers, redox-active esters, tertiary acids",
author = "Chen, {Tie Gen} and Haolin Zhang and Mykhailiuk, {Pavel K.} and Merchant, {Rohan R.} and Smith, {Courtney A.} and Tian Qin and Baran, {Phil S.}",
note = "Funding Information: Financial support for this work was provided by the NIH (grant number GM-118176). We thank Bristol-Myers Squibb (Jennifer X. Qiao) and Enamine Ltd for providing samples of several tertiary acids. We gratefully thank Shenzhen Haiwei M&E Co. Ltd (fellowship to T.-G.C.), Tsinghua University (fellowship to H.Z.), and the Fulbright foundation (fellowship to P.K.M.). We also thank Dr. Jie Wang and Dr. Julien Vantourout for the help with manuscript preparation; Dr. Joel M. Smith for thoughtful discussions; D.-H. Huang and L. Pasternack (Scripps Research) for assistance with NMR spectroscopy; J. S. Chen and B. Sanchez (Scripps Automated Synthesis Facility); and A. Rheigold, M. Gembicky, and C. E. Moore (UCSD) for X-ray crystallographic analysis. Publisher Copyright: {\textcopyright} 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",
year = "2019",
month = feb,
day = "18",
doi = "10.1002/anie.201814524",
language = "English (US)",
volume = "58",
pages = "2454--2458",
journal = "Angewandte Chemie - International Edition",
issn = "1433-7851",
publisher = "John Wiley and Sons Ltd",
number = "8",
}