114738-89-5Relevant academic research and scientific papers
Diastereoselective Syntheses of rac-Slaframine and rac-6-epi-Slaframine
Dartmann, Mechthild,Flitsch, Wilhelm,Krebs, Bernt,Pandl, Klaus,Westfechtel, Alfred
, p. 695 - 704 (2007/10/02)
Indolizidinones 8 have been obtained from thalidomide (5) and cyclopropylphosphonium salts 6 in good yields.Acid-catalyzed rearrangement of 8a gave the isomer 11.A regio- and stereoselective acetoxylation of 8a and 11 was achieved with lead tetraacetate: using standard conditions, acetates 15 and 16 were obtained; in the presence of triethylamine, however, 8a has been transformed into the acetoxy derivative 17. rac-6-epi-Slaframine (4) and rac-slaframine (1) were obtained from acetates 16 and 17 on conventional routes.
