Enantioselective Copper‐Catalyzed Intramolecular Phenolic OH Bond Insertion: Synthesis of Chiral 2‐Carboxy Dihydrobenzofurans, Dihydrobenzopyrans, and Tetrahydrobenzooxepines | Zendy

Song XiaoGuang | Zendy; Zhu ShouFei | Zendy; Xie XiuLan | Zendy; Zhou QiLin | Zendy

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Enantioselective Copper‐Catalyzed Intramolecular Phenolic OH 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.

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