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Dual Gold‐Catalyzed Cycloaromatization of Unconjugated ( E )‐Enediynes
Author(s) -
Zamani Farzad,
Babaahmadi Rasool,
Yates Brian F.,
Gardiner Michael G.,
Ariafard Alireza,
Pyne Stephen G.,
Hyland Christopher J. T.
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201810794
Subject(s) - chemistry , catalysis , combinatorial chemistry , cascade , dual (grammatical number) , stereochemistry , organic chemistry , art , literature , chromatography
Abstract A synthesis of unconjugated ( E )‐enediynes from allenyl amino alcohols is reported and their gold‐catalyzed cascade cycloaromatization to a broad range of enantioenriched substituted isoindolinones has been developed. Experimental and computational studies support the reaction proceeding via a dual‐gold σ,π‐activation mode, involving a key gold‐vinylidene‐ and allenyl‐gold‐containing intermediate.