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Issue 5, 2020
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Relay Rh(ii)/Pd(0) dual catalysis: synthesis of α-quaternary β-keto-esters via a [1,2]-sigmatropic rearrangement/allylic alkylation cascade of α-diazo tertiary alcohols

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Abstract

A relay Rh(II)/Pd(0) dual catalysis that enables domino [1,2]-sigmatropic rearrangement/allylic alkylation of α-diazo tertiary alcohols is described. This transformation represents a highly efficient method for the one-pot synthesis of α-quaternary β-keto-esters under mild conditions, in which two separate C–C σ-bonds at the carbenic center were formed in a straightforward manner.

Graphical abstract: Relay Rh(ii)/Pd(0) dual catalysis: synthesis of α-quaternary β-keto-esters via a [1,2]-sigmatropic rearrangement/allylic alkylation cascade of α-diazo tertiary alcohols

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Supplementary files

Article information


Submitted
02 Nov 2019
Accepted
06 Dec 2019
First published
09 Dec 2019

Chem. Commun., 2020,56, 782-785
Article type
Communication

Relay Rh(II)/Pd(0) dual catalysis: synthesis of α-quaternary β-keto-esters via a [1,2]-sigmatropic rearrangement/allylic alkylation cascade of α-diazo tertiary alcohols

X. Wang, X. Huang, S. Lei, F. Yang, J. Gao, K. Ji and Z. Chen, Chem. Commun., 2020, 56, 782
DOI: 10.1039/C9CC08559A

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