3984-27-8Relevant articles and documents
Novel electrochemical deoxygenation reaction using diphenylphosphinates
Lam, Kevin,Marko, Istvan E.
supporting information; experimental part, p. 406 - 409 (2011/04/18)
The electrochemical reduction of diphenylphosphinate esters leads smoothly and in high yields to the corresponding deoxygenated products. In comparison with the previously developed methodologies, the electrolysis could be performed at lower temperature and with a higher current density, resulting in a shorter reaction time.
Toluates: unexpectedly versatile reagents
Lam, Kevin,Markó, István E.
supporting information; experimental part, p. 10930 - 10940 (2010/02/28)
The mechanism of the monoelectronic reduction of aromatic esters has been investigated. The unexpected synthetic utility of the toluate moiety in the deoxygenation of alcohols and the allylation of ketones is also reported. Finally, the use of aromatic esters as robust, though easily removable, protecting groups is depicted.
Alcoholysis of Epoxides Catalyzed by Tetracyanoethylene and Dicyanoketene Acetals
Masaki, Yukio,Miura, Tsuyoshi,Ochiai, Masahito
, p. 195 - 205 (2007/10/03)
A typical π-acid tetracyanoethylene and capto-dative olefin dicyanoketene acetals were found to catalyze stereospecific alcoholysis of epoxides at the ambient temperature to 50°C in good yields. Mildness and significant chemoselectivity of the catalysts were demonstrated by intactness of tetrahydropyranyl ether and ethylene acetal groups. A novel regioselectivity associated with anchimeric assistance of the ethereal group on the side chain was observed in the ring opening reaction of the 1,2-disubstituted epoxides.