Tropylium-promoted carbonyl-olefin metathesis reactions

The carbonyl-olefin metathesis (COM) reaction is a highly valuable chemical transformation in a broad range of applications. However, its scope is much less explored compared to analogous olefin-olefin metathesis reactions. Herein we demonstrate the use of tropylium ion as a new effective organic Le...

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Bibliographic Details
Published in:Chemical science (Cambridge) 2018, Vol.9 (23), p.5145-5151
Main Authors: Tran, Uyen P N, Oss, Giulia, Pace, Domenic P, Ho, Junming, Nguyen, Thanh V
Format: Article
Language:English
Subjects:
Carbonyls
Chemical reactions
Lewis acid
Metathesis
Organic chemistry
Substrates
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Summary:The carbonyl-olefin metathesis (COM) reaction is a highly valuable chemical transformation in a broad range of applications. However, its scope is much less explored compared to analogous olefin-olefin metathesis reactions. Herein we demonstrate the use of tropylium ion as a new effective organic Lewis acid catalyst for both intramolecular and intermolecular COM and new ring-opening metathesis reactions. This represents a significant improvement in substrate scope from recently reported developments in this field.
ISSN:2041-6520
2041-6539
DOI:10.1039/c8sc00907d