109988-88-7Relevant articles and documents
Inversion of Configuration of the Vinylgroup at Carbon 12 by Reversible Retro-En-Cleavage
Berner, Heinz,Vyplel, Hermann,Schulz, Gerhard,Schneider, Helmut
, p. 1073 - 1080 (1986)
The reaction of pleuromutilin-22-O-tosylat(2) with EtZnI afforded a mixture of the 12-epimeric compounds 2 and 3.A reversible retro-en-reaction of the homoallylic system is discussed as a possible mechanistic pathway.The structure assignment is based on 1H- and 13C-NMR spectroscopic data. - Keywords: Pleuromutilin; Inversion of configuration; Reversible retro-en-cleavage; Simmons-Smith-reaction; Type I-"metallo-en"-reaction