141091-11-4Relevant academic research and scientific papers
Catalytic stereospecific allyl-allyl cross-coupling of internal allyl electrophiles with allylB(pin)
Le, Hai,Batten, Amanda,Morken, James P.
supporting information, p. 2096 - 2099 (2014/05/06)
Application of internal electrophiles in catalytic stereospecific allyl-allyl cross-coupling enable the rapid construction of multisubstituted 1,5-dienes, including those with all carbon quaternary centers. Compounds with minimal steric differentiation ca
Lewis acid-catalyzed oxidative rearrangement of tertiary allylic alcohols mediated by TEMPO
Vatèle, Jean-Michel
scheme or table, p. 904 - 912 (2010/03/24)
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.
TEMPO/NaIO4-SiO2: A catalytic oxidative rearrangement of tertiary allylic alcohols to β-substituted α,β-unsaturated ketones
Shibuya, Masatoshi,Tomizawa, Masaki,Iwabuchi, Yoshiharu
scheme or table, p. 4715 - 4718 (2009/05/31)
(Chemical Equation Presented) The novel catalytic method for the oxidative rearrangement of tertiary allylic alcohols to β-substituted α,β-unsaturated ketones is described. TEMPO/NaIO4-SiO 2 causes facile and efficient oxidative rearrangement of various acyclic substrates as well as medium-sized and macrocyclic substrates.
