110247-82-0Relevant academic research and scientific papers
Reductive coupling between aromatic aldehydes and ketones or imines by copper catalysis
Takeda, Mitsutaka,Mitsui, Atsuhisa,Nagao, Kazunori,Ohmiya, Hirohisa
supporting information, p. 3664 - 3669 (2019/02/14)
The copper-catalyzed reductive coupling of two different carbonyl compounds has been achieved. The reaction of aromatic aldehydes and arylketones with a silylboronate in the presence of a catalytic amount of a CuCl-N-heterocyclic carbene (NHC) complex and a stoichiometric amount of alkoxide base yielded cross-coupled 1,2-diol derivatives. A reaction pathway is proposed that involves the catalytic formation of a nucleophilic α-silyloxybenzylcopper(I) species from the aromatic aldehyde and its subsequent coupling with the arylketone. This process was amenable to asymmetric catalysis. This copper catalyst system also enabled the reductive coupling between aromatic aldehydes and imines.
Retropinacol/cross-pinacol coupling reactions - A catalytic access to 1,2-unsymmetrical diols
Scheffler, Ulf,Stoesser, Reinhard,Mahrwald, Rainer
supporting information, p. 2648 - 2652,5 (2012/12/12)
A new concept to access unsymmetrical 1,2-diols with high yields is reported. This new methodology is based on a retropinacol/cross-pinacol coupling process. This transformation is characterized by its operational simplicity and very mild reaction condi tions.
Anionic Zirconaoxiranes as Nucleophilic Aldehyde Equivalents. Application to Intermolecular Pinacol Cross Coupling
Askham, Fredric R.,Carroll, Kevin M.
, p. 7328 - 7329 (2007/10/02)
Selective intermolecular pinacol cross coupling is achieved by reaction of anionic zirconaoxiranes with aromatic aldehydes and ketones, thereby providing an efficient route to unsymmetrical vicinal diols.
