Gold‐Catalyzed Reactions Towards Diversity: From Simple Substrates to Functionalized Carbo‐ and Heterocycles

The field of gold catalysis has been in constant expansion during the last twenty years. Based on the precept of π‐activation of unsaturated simple substrates, several new rearrangements have been discovered, implying aryl, alkyne, alkene or keto derivatives as key partners. In this personal account...

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Bibliographic Details
Published in:Chemical record 2021-12, Vol.21 (12), p.3884-3896
Main Author: Michelet, Véronique
Format: Article
Language:English
Subjects:
Alkynes
atom-economy
Catalysis
Charcoal
Chemical reactions
Cyclization
cycloisomerization
domino reactions
Gold
Isomerization
Molecular Structure
Substrates
YneS protein
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Summary:The field of gold catalysis has been in constant expansion during the last twenty years. Based on the precept of π‐activation of unsaturated simple substrates, several new rearrangements have been discovered, implying aryl, alkyne, alkene or keto derivatives as key partners. In this personal account, the main contributions in the field of gold catalysis from our group will be highlighted, emphasizing the recent reports, starting from 1,6‐ and 1,5‐enynes and then moving to keto‐ynes derivatives. The gold‐catalyzed reactions will be presented starting from classical skeletal rearrangements (cycloisomerization) and then domino processes. In each part, the presentation of asymmetric versions will be highlighted. This personal account summarizes our studies on the development of gold‐catalyzed novel and original methods to create C−C, C−O, C−N and C−F bonds, starting from enynes and aldehyde‐ynes derivatives, and leading to carbo‐ and heterocycles, under racemic and enantioselective conditions.
ISSN:1527-8999
1528-0691
DOI:10.1002/tcr.202100253