Dual Gold‐Catalyzed Cycloaromatization of Unconjugated ( E )‐Enediynes | Zendy

Zamani Farzad | Zendy; Babaahmadi Rasool | Zendy; Yates Brian F. | Zendy; Gardiner Michael G. | Zendy; Ariafard Alireza | Zendy; Pyne Stephen G. | Zendy; Hyland Christopher J. T. | Zendy

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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

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.

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