79801-30-2Relevant academic research and scientific papers
Wagner-Meerwein Rearrangement in Taraxerol
Anjaneyulu, A. S. R.,Prasad, A. V. Rama
, p. 443 - 445 (2007/10/02)
Dehydration of taraxerol (I) with POCl3 gives an anhydro product which is different from the anhydro product obtained earlier by other methods.Its structure is established as A-nor-Δ5,14-taraxadiene (VI) by a study of its physical and spectroscopic data.Solvolysis of taraxerol-3β-tosylate (Ib) affords the same anhydro compound (VI) along with taraxerol-3β-acetate (Ia).Dehydration of taraxerol (I) with PCl5 is found to give A-nor-3,4-dichloro product (VII).The reactions are rationalised on the basis of conformation and ring strain in the molecule.
