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Synthesis 2013; 45(13): 1825-1836
DOI: 10.1055/s-0033-1338883
DOI: 10.1055/s-0033-1338883
paper
Intramolecular Aza-[4+3] Cycloaddition Reactions of α-Halohydroxamates
Further Information
Publication History
Received: 22 April 2013
Accepted: 06 May 2013
Publication Date:
12 June 2013 (online)
This article is dedicated in honor of Professor Scott Denmark’s 60th birthday.
Abstract
Polyheterocyclic scaffolds were prepared by intramolecular aza-[4+3] cycloaddition reactions of aza-oxyallylic cations with cyclic dienes. The aza-oxyallylic cation was generated in situ by the dehydrohalogenation of α-halohydroxamates. The highly functionalized heterocyclic products undergo a variety of reactions that provide useful scaffolds for target-directed synthesis, including macrocyclic furans and polyhydroxylated azepanes.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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