General Route for Preparing β-nitrocarbonyl Compounds Using Copper Thermal Redox Catalysis

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2014 May 30

PMID 24870052

Citations 11

Authors

Amber A S Gietter

Peter G Gildner

Andrew P Cinderella

Donald A Watson

Affiliations

Soon will be listed here.

Abstract

Using a simple copper catalyst, the alkylation of nitroalkanes with α-bromocarbonyls is now possible. This method provides a general, functional group tolerant route to β-nitrocarbonyl compounds, including nitro amides, esters, ketones, and aldehydes. The highly sterically dense, functional group rich products from these reactions can be readily elaborated into a range of complex nitrogen-containing molecules, including highly substituted β-amino acids.

Citing Articles

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Asymmetric -Alkylation of Nitroalkanes Enzymatic Photoredox Catalysis.

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Accounting for Strong Ligand Sensitivity in Pd-Catalyzed α-Arylation of Enolates from Ketones, Esters, and Nitroalkanes.

Tcyrulnikov S, Kozlowski M J Org Chem. 2020; 85(5):3465-3472.

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