167889-82-9Relevant academic research and scientific papers
Control of the regio- and stereoselectivity in Diels-Alder reactions with quinone boronic acids
Redondo, Maria C.,Veguillas, Marcos,Ribagorda, Maria,Carreno, M. Carmen
supporting information; experimental part, p. 370 - 374 (2009/04/14)
(Chemical Equation Presented) It all adds up: The dienophilic reactivity of 2-methyl-substituted quinones has been substantially increased by the introduction of a boronic acid substituent, which makes them equivalent to a highly reactive quinone. The Diels-Alder reactions of these quinones are followed by spontaneous and stereoselective protodeboronation to give the trans-fused adducts. The boron group is a temporal regiocontroller and leads to the uncommon meta adduct.
A general synthesis of quinone ammonium salts
Wiedenfeld, David,Minton, Mark A.,Glass, David R.,Nesterov, Vladimir N.,Nsamenang, Kila D.,Han, Dong
, p. 1611 - 1618 (2007/10/03)
A three-step procedure has been developed to convert substituted p-dimethoxybenzenes to quinone ammonium salts. Five examples of quinone ammonium salts have been prepared with this procedure. In the first step, the aromatic species is reacted with N-(hydr
