Chiral bronsted acid from a cationic gold(I) complex: Catalytic enantioselective protonation of silyl enol ethers of ketones
A chiral Bronsted acid has been developed from a cationic gold(I) disphosphine complex in the presence of alcoholic solvent and applied to the enantioselective protonation reaction of silyl enol ethers of ketones. Various optically active cyclic ketones were obtained in excellent yields and high enantioselectivities, including cyclic ketones bearing aliphatic substrates at the α-position. Furthermore, the application of this Bronsted acid was extended to the first Bronsted acid-catalyzed enantioselective protonation reaction of silyl enol ethers of acyclic substrates, regardless of their E/Z ratio.
Cheon, Cheol Hong,Kanno, Osamu,Toste, F. Dean
p. 13248 - 13251
(2011/10/10)
A general and stereoselective method for synthesis of tri- and tetrasubstituted alkenes
A convenient, general and stereoselective synthesis of trisubstituted alkenes and tetrasubstituted alkenes containing a cyanide function as well as trisubstituted episulphides have been elaborated. Methodology described for the preparation of these compounds is based on the corresponding readily available selenophosphates 1 and thiophosphates 2.
Macia?giewicz,Dybowski,Skowrońska
p. 6057 - 6066
(2007/10/03)
A new synthesis of tri- and tetrasubstituted olefins based on thio- and selenophosphates
Stereoselective synthesis of tri- and tetrasubstituted functionalized olefins and new phosphates bearing functionalized cyclic substituent has been developed using thiophosphates and selenophosphates as key intermediates.