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Synlett 2015; 26(06): 815-819
DOI: 10.1055/s-0034-1379986
DOI: 10.1055/s-0034-1379986
letter
The Synthesis of 5,5-Disubstituted Piperidinones via a Reductive Amination–Lactamization Sequence: The Formal Synthesis of (±)-Quebrachamine
Weitere Informationen
Publikationsverlauf
Received: 08. Oktober 2014
Accepted after revision: 18. Dezember 2014
Publikationsdatum:
05. Februar 2015 (online)
Abstract
A preliminary investigation into the prospect of a common synthetic intermediate for the synthesis of a variety of indole alkaloids has led to a synthesis of substituted piperidinones and the corresponding piperidines. These common natural product cores are accessed via a reductive amination–lactamization sequence of dimethyl 3-ethyl-3-formylpimelate. The synthetic utility of this initial study has been displayed in the formal synthesis of (±)-quebrachamine.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1379986.
- Supporting Information