Termination of Mn(III)-based oxidative cyclizations by trapping with azide

Barry B Snider; Jeremy R Duvall

doi:10.1021/ol049805s

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Termination of Mn(III)-based oxidative cyclizations by trapping with azide

Journal article

Peer reviewed

Termination of Mn(III)-based oxidative cyclizations by trapping with azide

Barry B Snider and Jeremy R Duvall

Organic letters, Vol.6(8), pp.1265-1268

04/01/2004

DOI: https://doi.org/10.1021/ol049805s

PMID: 15070313

Abstract

Cyclization

Oxidation-Reduction

Esters - chemistry

Free Radicals - chemistry

Lactams - chemical synthesis

Molecular Structure

Manganese - chemistry

Azides - chemistry

The radicals formed in Mn(III)-based oxidative free-radical cyclizations of beta-keto esters and malonate esters can be trapped with sodium azide and Mn(III) to give cyclic and bicyclic azides in 30-80% yield. Reduction of the azide gives bi- and tricyclic lactams.

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Title: Termination of Mn(III)-based oxidative cyclizations by trapping with azide
Creators: Barry B Snider - Department of Chemistry, MS 015, Brandeis University, Waltham, MA 02454-9110, USA. snider@brandeis.edu
Jeremy R Duvall
Publication Details: Organic letters, Vol.6(8), pp.1265-1268
Publisher: United States
Grant note: GM 50101 / NIGMS NIH HHS
Identifiers: 9923958356101921
Academic Unit: Department of Chemistry
Language: English
Resource Type: Journal article

Termination of Mn(III)-based oxidative cyclizations by trapping with azide

Abstract

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