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A short, organocatalytic formal synthesis of (-)-swainsonine and related alkaloids.
Vijay Dhand, Jason A Draper, Jarod Moore, Robert Britton
Department of Chemistry, Simon Fraser University, Burnaby, British Columbia, Canada.
Organic letters 2013 Apr 19Sizes of these terms reflect their relevance to your search.
A short synthesis of hydroxyalkyl dihydropyrroles has been developed that involves the coupling of propargylamines with α-chloroaldehydes, followed by Lindlar reduction and a one-pot epoxide formation/opening sequence. The application of this process to the synthesis of unnatural iminosugars and a formal synthesis of (-)-swainsonine is described.
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Vijay Dhand, Jason A Draper, Jarod Moore, Robert Britton. A short, organocatalytic formal synthesis of (-)-swainsonine and related alkaloids. Organic letters. 2013 Apr 19;15(8):1914-7
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PMID: 23550817
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