1190945-87-9Relevant academic research and scientific papers
Lewis acid-catalyzed oxidative rearrangement of tertiary allylic alcohols mediated by TEMPO
Vatèle, Jean-Michel
, p. 904 - 912 (2010)
Two methods for the oxidative rearrangement of tertiary allylic alcohols have been developed. Most of tertiary allylic alcohols studied were oxidized to their corresponding transposed carbonyl derivatives in excellent to fair yields by reaction with TEMPO in combination with PhIO and Bi(OTf)3 or copper (II) chloride in the presence or not of oxygen. Other primary oxidants of TEMPO such as PhI(OAc)2, mCPBA, and Oxone were unsatisfactory giving the enone in modest to low yields.
Copper-catalyzed aerobic oxidative rearrangement of tertiary allylic alcohols mediated by TEMPO
Vatèle, Jean-Michel
experimental part, p. 2143 - 2145 (2011/04/15)
A mild method for the oxidative rearrangement of tertiary allylic alcohols to β-substituted enones using a TEMPO/CuCl2 system, in the presence of molecular sieves, is described. Depending on the substrate, CuCl2 was used in either a catalytic amount under an oxygen atmosphere or stoichiometrically. Georg Thieme Verlag Stuttgart.
