Alkynes as Electrophilic or Nucleophilic Allylmetal Precursors in Transition‐Metal Catalysis

Diverse late transition metal catalysts convert terminal or internal alkynes into transient allylmetal species that display electrophilic or nucleophilic properties. Whereas classical methods for the generation of allylmetal species often form stoichiometric by‐products, the recent use of alkynes as...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2017-09, Vol.56 (38), p.11312-11325
Main Authors: Haydl, Alexander M., Breit, Bernhard, Liang, Tao, Krische, Michael J.
Format: Article
Language:English
Subjects:
Alkynes
Alkynes - chemistry
allylation
Byproducts
Catalysis
Catalysts
electrophiles
Enantiomers
Metals
nucleophiles
Organometallic Compounds - chemical synthesis
Organometallic Compounds - chemistry
Precursors
Stereoisomerism
Transition Elements - chemistry
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Summary:Diverse late transition metal catalysts convert terminal or internal alkynes into transient allylmetal species that display electrophilic or nucleophilic properties. Whereas classical methods for the generation of allylmetal species often form stoichiometric by‐products, the recent use of alkynes as allylmetal precursors enables completely atom‐efficient catalytic processes to be carried out, including enantioselective transformations. The best of both worlds: Diverse late transition metal catalysts can convert terminal or internal alkynes into transient allylmetal species that display electrophilic or nucleophilic properties. The use of alkynes as allylmetal precursors enables completely atom‐efficient catalytic processes to be carried out, including enantioselective transformations.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201704248