Copper( i )–catalyzed intramolecular asymmetric C-arylation of acyclic β-ester amides: enantioselective formation of chiral oxindoles

A highly efficient intramolecular asymmetric C-arylation of acyclic β-ester amides is demonstrated. A CuI/chiral diamine ligand catalyzed reaction, with t -BuOLi as the necessary base in MeCN, afforded 3,3′-disubstituted chiral oxindoles with quaternary stereogenic carboncenters in high yields and g...

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Veröffentlicht in:	Organic Chemistry Frontiers 2021-08, Vol.8 (15), p.4211-4216
Hauptverfasser:	Deng, Zhuoji, Feng, Jiajie, Zhou, Fengtao, Ouyang, Yifan, Ma, Haowen, Zhou, Wei, Zhang, Xinhao, Cai, Qian
Format:	Artikel
Sprache:	eng
Schlagworte:	Amides Asymmetry Diamines Enantiomers Organic chemistry
Online-Zugang:	Volltext
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Beschreibung
Zusammenfassung:	A highly efficient intramolecular asymmetric C-arylation of acyclic β-ester amides is demonstrated. A CuI/chiral diamine ligand catalyzed reaction, with t -BuOLi as the necessary base in MeCN, afforded 3,3′-disubstituted chiral oxindoles with quaternary stereogenic carboncenters in high yields and good to excellent enantioselectivities.
ISSN:	2052-4129 2052-4110 2052-4129 2052-4110
DOI:	10.1039/D1QO00568E