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Enantioselective Intramolecular Copper‐Catalyzed Borylacylation
Author(s) -
Whyte Andrew,
Burton Katherine I.,
Zhang Jingli,
Lautens Mark
Publication year - 2018
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.201808460
Subject(s) - enantioselective synthesis , intramolecular force , copper , nucleophile , chemistry , catalysis , boron , combinatorial chemistry , styrene , organic chemistry , polymer , copolymer
An enantioselective copper‐catalyzed intramolecular borylacylation is reported. The reaction proceeds through an initial enantioselective borylcupration of the styrene, followed by a nucleophilic attack on the tethered carbamoyl chloride. The products, chiral borylated 3,3‐disubstituted oxindoles, were generated in excellent yields and enantioselectivities. The versatile carbon–boron bond provides a platform for a wide array of diversification.