Enantioselective Bromocyclization of Olefins Catalyzed by Chiral Phosphoric Acid

A chiral phosphoric acid catalyzed enantioselective bromocyclization of olefins is described. Various cis-, trans-, or trisubstituted γ-hydroxy-alkenes and γ-amino-alkenes can cyclize under the reaction conditions to give optically active 2-substituted tetrahydrofurans and tetrahydropyrroles in up t...

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Bibliographic Details
Published in:Organic letters 2011-12, Vol.13 (24), p.6350-6353
Main Authors: Huang, Deshun, Wang, Haining, Xue, Fazhen, Guan, Huan, Li, Lijun, Peng, Xianyou, Shi, Yian
Format: Article
Language:English
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Summary:A chiral phosphoric acid catalyzed enantioselective bromocyclization of olefins is described. Various cis-, trans-, or trisubstituted γ-hydroxy-alkenes and γ-amino-alkenes can cyclize under the reaction conditions to give optically active 2-substituted tetrahydrofurans and tetrahydropyrroles in up to 91% ee.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol202527g