2 research outputs found
Total Synthesis of the Cytotoxic Anhydrophytosphingosine Pachastrissamine (Jaspine B)
A short, 8-step synthesis of the
marine natural product pachastrissamine
has been developed that relies on a diastereoselective aldol reaction
between a suitably protected hydantoin and an optically enriched α-chloroaldehyde.
This synthetic route provides new opportunities for exploring structure
activity relationships within this family of natural products
A Short, Organocatalytic Formal Synthesis of (−)-Swainsonine and Related Alkaloids
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