Gold-catalysed rearrangement of unconventional cyclopropane-tethered 1,5-enynes

The synthesis of particular cyclopropane-tethered 1,5-enynes, namely 6-alkynyl-4-alkylidenebicyclo[3.1.0]hex-2-enes, enabled the discovery of unprecedented gold-catalyzed rearrangment to indenes. A computational study of the mechanism of this profound skeleton rearrangement is also disclosed. The sy...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2022-07, Vol.58 (59), p.826-829
Main Authors: Vicente, Rubén, Tudela, Eva, Rodríguez, Miguel A, Suárez-Sobrino, Ángel L, Ballesteros, Alfredo
Format: Article
Language:English
Subjects:
Cyclopropane
Gold
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Summary:The synthesis of particular cyclopropane-tethered 1,5-enynes, namely 6-alkynyl-4-alkylidenebicyclo[3.1.0]hex-2-enes, enabled the discovery of unprecedented gold-catalyzed rearrangment to indenes. A computational study of the mechanism of this profound skeleton rearrangement is also disclosed. The synthesis of particular cyclopropane-tethered 1,5-enynes, namely 6-alkynyl-4-alkylidenebicyclo[3.1.0]hex-2-enes, enabled the discovery of unprecedented gold-catalyzed rearrangment to indenes.
ISSN:1359-7345
1364-548X
DOI:10.1039/d2cc02869g