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Enantioselective Copper‐Catalyzed Intramolecular Phenolic OH Bond Insertion: Synthesis of Chiral 2‐Carboxy Dihydrobenzofurans, Dihydrobenzopyrans, and Tetrahydrobenzooxepines
Author(s) -
Song XiaoGuang,
Zhu ShouFei,
Xie XiuLan,
Zhou QiLin
Publication year - 2013
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.201209455
Subject(s) - enantioselective synthesis , intramolecular force , copper , catalysis , chemistry , trifluoromethyl , combinatorial chemistry , boron , medicinal chemistry , stereochemistry , organic chemistry , alkyl
Efficient : A copper‐catalyzed enantioselective intramolecular insertion of carbenoids into phenolic OH bonds has been developed. This method can be used for the synthesis of the title compounds in high yields and excellent enantioselectivities under mild and neutral conditions (see scheme). NaBAr F =sodium tetrakis[3,5‐bis(trifluoromethyl)phenyl]borate.