NHC-catalyzed cleavage of vicinal diketones and triketones followed by insertion of enones and ynones

NHC-catalyzed cleavage of vicinal diketones and triketones followed by insertion of enones and ynones

Thiazolium carbene-catalyzed reactions of 1,2-diketones and 1,2,3-triketones with enones and ynones have been investigated. The diketones gave α,β-double acylation products via unique Breslow intermediates isolable as acid salts, whereas the triketones formed stable adducts with the NHC instead of t...

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Bibliographic Details
Main Authors: Ken Takaki, Makoto Hino, Akira Ohno, Kimihiro Komeyama, Hiroto Yoshida, Hiroshi Fukuoka
Format: Article
Language:English
Published: Beilstein-Institut 2017-08-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Breslow intermediate
N-heterocyclic carbene
ring enlargement
Stetter reaction
vicinal polyketone
Online Access:https://doi.org/10.3762/bjoc.13.176

Internet

https://doi.org/10.3762/bjoc.13.176

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