Au I ‐Catalyzed Tandem [3,3] Rearrangement–Intramolecular Hydroarylation: Mild and Efficient Formation of Substituted Indenes | Zendy

Marion Nicolas | Zendy; DíezGonzález Silvia | Zendy; de Frémont Pierre | Zendy; Noble April R. | Zendy; Nolan Steven P. | Zendy

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Au I ‐Catalyzed Tandem [3,3] Rearrangement–Intramolecular Hydroarylation: Mild and Efficient Formation of Substituted Indenes

Author(s) -

Marion Nicolas,

DíezGonzález Silvia,

de Frémont Pierre,

Noble April R.,

Nolan Steven P.

Publication year - 2006

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.200600571

Subject(s) - allene , intramolecular force , trimethylsilyl , carbene , chemistry , catalysis , tandem , transformation (genetics) , medicinal chemistry , stereochemistry , annulation , combinatorial chemistry , organic chemistry , materials science , composite material , gene , biochemistry

Dignified auration : The rearrangement of phenylpropargyl acetates to substituted indenes is catalyzed by [Au I (NHC)] complexes (see scheme, NHC=N‐heterocyclic carbene) under extremely mild reaction conditions. This chemoselective transformation involves 1,3‐migration of the acetate group and is proposed to proceed through an allene intermediate. TMS=trimethylsilyl, TBS= tert ‐butyldimethylsilyl.

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