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Synthesis 2015; 47(05): 712-720
DOI: 10.1055/s-0034-1379641
DOI: 10.1055/s-0034-1379641
paper
A Concise and Efficient Synthesis of Substituted Morpholines
Further Information
Publication History
Received: 19 September 2014
Accepted after revision: 17 November 2014
Publication Date:
23 December 2014 (online)
Abstract
A simple and efficient method has been developed for the synthesis of substituted morpholines by a sequence of coupling, cyclization, and reduction reactions of easily available amino alcohols and α-halo acid chlorides. Various mono-, di-, and trisubstituted morpholines, spiro morpholines, and ring-fused morpholines, as well as morpholine homologues, were synthesized in good to excellent yields by a single methodology under similar reaction conditions. The method was also used in a multigram synthesis of (3S)-3-methylmorpholine.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1379641. Detailed experimental procedures and spectroscopic information are provided.
- Supporting Information
-
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