74091-54-6Relevant articles and documents
Enantioselective Desymmetrization of cis-3,5- O-Arylidenecyclohexanones Catalyzed by Cinchona-Derived Quaternary Ammonium Salts
Cortigiani, Mauro,Gillick Healy, Malachi,Mereu, Andrea,Adamo, Mauro F. A.
, p. 4112 - 4119 (2019/04/30)
An enantioselective protocol for the desymmetrization of cis-3,5-O-arylidenecyclohexanones has been developed that proceeded under the catalysis of readily available and inexpensive Cinchona-derived quaternary ammonium salts. The synthetic relevance of the methodology was exemplified by the synthesis of a key intermediate that could be used in the preparation of the active pharmaceutical ingredient, paricalcitol (Zemplar).
Hydrolysis of trioxaadamantane ortho esters. I. Dialkoxycarbocation - ortho ester equilibrium and acidity function
McClelland, Robert A.,Lam, Patrick W. K.
, p. 1068 - 1073 (2007/10/02)
3-Aryl-2,4,10-trioxaadamantane ortho esters (T) undergo a rapid equilibration with a ring opened dioxan-2-ylium ion (DH+) prior to hydrolysis to product (a 1,3,5-cyclohexanetriol monobenzoate).The cation is stable in concentrated H2SO4 solution