475654-77-4Relevant articles and documents
Unexpected oxidation of ortho-phenol groups of carnosol with m-chloroperbenzoic acid
Marrero, Joaquín G.,San Andrés Tejera, Lucía,Luis, Javier G.,Rodríguez, Matías L.
, p. 1517 - 1519 (2007/10/03)
The oxidation reaction of carnosol (2) with m-chloroperbenzoic acid and sodium bicarbonate in dichloromethane gave an abietane diterpene (3) with an anhydride function on C ring. The conversion can be rationalized by a Baeyer-Villiger reaction from the initially generated ortho-quinone. The structure of this anhydride was confirmed by spectroscopic and X-ray crystallographic analysis. This reaction could be an important key step towards the synthesis of natural products such us drimane sesquiterpenes.