Literature DB >> 28467029

Mizoroki-Heck Cyclizations of Amide Derivatives for the Introduction of Quaternary Centers.

Jose M Medina1, Jesus Moreno1, Sophie Racine1, Shuaijing Du1, Neil K Garg1.   

Abstract

We report non-decarbonylative Mizoroki-Heck reactions of amide derivatives. The transformation relies on the use of nickel catalysis and proceeds using sterically hindered tri- and tetrasubstituted olefins to give products containing quaternary centers. The resulting polycyclic or spirocyclic products can be obtained in good yields. Moreover, a diastereoselective variant of this method gives access to an adduct bearing vicinal, highly substituted sp3 stereocenters. These results demonstrate that amide derivatives can be used as building blocks for the assembly of complex scaffolds.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Mizoroki-Heck reactions; amides; homogeneous catalysis; nickel; quaternary centers

Mesh:

Substances:

Year:  2017        PMID: 28467029      PMCID: PMC5669036          DOI: 10.1002/anie.201703174

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


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