A Short, Organocatalytic Formal Synthesis of (−)-Swainsonine and Related Alkaloids
Abstract
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- Text
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- Lindlar reduction
- Related AlkaloidsA
- hydroxyalkyl dihydropyrroles
- Organocatalytic Formal Synthesis
- synthesis