Rhodium(III)‐Catalyzed Asymmetric Access to Spirocycles through C−H Activation and Axial‐to‐Central Chirality Transfer | Zendy

Kong Lingheng | Zendy; Han Xi | Zendy; Liu Song | Zendy; Zou Yun | Zendy; Lan Yu | Zendy; Li Xingwei | Zendy

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Rhodium(III)‐Catalyzed Asymmetric Access to Spirocycles through C−H Activation and Axial‐to‐Central Chirality Transfer

Author(s) -

Kong Lingheng,

Han Xi,

Liu Song,

Zou Yun,

Lan Yu,

Li Xingwei

Publication year - 2020

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.202000174

Subject(s) - enantioselective synthesis , chirality (physics) , rhodium , axial chirality , intramolecular force , chemistry , catalysis , allene , stereochemistry , combinatorial chemistry , organic chemistry , physics , chiral symmetry , quantum mechanics , nambu–jona lasinio model , quark

Axial‐to‐central chirality transfer is an important strategy to construct chiral centers, where the axially chiral reagents are mostly limited to atropomerically stable ones. Reported herein is a Rh III ‐catalyzed enantioselective spiroannulative synthesis of nitrones. The coupling proceeds via C−H arylation to give an atropomerically metastable biaryl, followed by intramolecular dearomative trapping under oxidative conditions with high degree of chirality transfer.

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