164414-36-2Relevant academic research and scientific papers
Synthese der Pestwurzinhaltsstoffe (+)-Petasin und (+)-Isopetasin
Witschel, Matthias Christian,Bestmann, Hans Juergen
, p. 3325 - 3328 (1995)
The first total synthesis of optically active petasine 1 and isopetasine 2 succeeded by applying an annelation reaction, based on the reaction of cyclic δ-ketocarboxylic acids with N-phenyliminoketenylidenetriphenylphosphorane. 1 and 2 are biologically ac
The total synthesis of (+)-petasin and (+)-isopetasin
Witschel, Matthias C.,Bestmann, Hans Jürgen
, p. 107 - 112 (2007/10/03)
Petasin 1 and isopetasin 2, anti-inflammatory and analgesic components of the butterbur (Petasites hybridus), were prepared for the first time in a short and enantioselective synthesis. The key steps were a Michael addition/alkylation (7 → 8), an enamine alkylation to give 9 and a cyclization with N-phenyliminoketenylidenetriphenylphosphorane 11 (10 → 15).
