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Issue 60, 2019

Mechanism and regioselectivity of the anionic oxidative rearrangement of 1,3-diketones towards all-carbon quaternary carboxylates

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Abstract

The oxidative rearrangement of 1,3-diketones is an underexplored alternative to enolate chemistry in the synthesis of all-carbon quaternary carboxylates. The mechanistic investigation of this reaction has resulted in a mild base mediated protocol, whose regioselectivity has been studied in challenging acyclic substrates.

Graphical abstract: Mechanism and regioselectivity of the anionic oxidative rearrangement of 1,3-diketones towards all-carbon quaternary carboxylates

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Article information


Submitted
30 Apr 2019
Accepted
29 May 2019
First published
03 Jun 2019

This article is Open Access

Chem. Commun., 2019,55, 8844-8847
Article type
Communication

Mechanism and regioselectivity of the anionic oxidative rearrangement of 1,3-diketones towards all-carbon quaternary carboxylates

E. Bratt, S. Suárez-Pantiga, M. J. Johansson and A. Mendoza, Chem. Commun., 2019, 55, 8844 DOI: 10.1039/C9CC03331A

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