4452-05-5Relevant articles and documents
Nickel-Catalyzed Arylative Carboxylation of Alkynes with Arylmagnesium Reagents and Carbon Dioxide Leading to Trisubstituted Acrylic Acids
Wang, Sheng,Xi, Chanjuan
supporting information, p. 4131 - 4134 (2018/07/15)
Nickel-catalyzed arylcarboxylation of alkynes with arylmagnesium reagents and carbon dioxide (CO2, 1 atm) was realized in one pot. Various trisubstituted acrylic acids within an aryl group at the β-position have been prepared efficiently with good regioselectivity under mild conditions. The resulting products could be further transformed to benzoannelated cycles retaining CO2 as a one-carbon synthon.
Stereoselective olefination of unfunctionalized ketones via ynolates
Shindo, Mitsuru,Sato, Yusuke,Yoshikawa, Takashi,Koretsune, Ryoko,Shishido, Kozo
, p. 3912 - 3916 (2007/10/03)
Ynolates react with ketones at room temperature to afford α,β,β,-trisubstituted acrylates (tetra-substituted olefins) with 2:1-8:1 geometrical selectivities. This can be regarded as a new olefination reaction of ketones giving tetrasubstituted olefins in good yield, even in the case of sterically hindered substrates. The reaction mechanism involves cycloaddition of ynolates with a carbonyl group and subsequent thermal electrocyclic ring-opening of the resulting β-lactone enolates. The stereoselectivity is determined in the ring-opening, which is regulated by torquoselectivity. In this paper, we describe the scope and limitations of olefination of ketones via ynolates and discuss the stereocontrol mechanism.
Synthesis and biological evaluation of 3-(Prop-2-enyl)- and 3-(Prop-2-ynyl)pyrrolidine-2,5-dione derivatives as potential aromatase inhibitors
Barrell,Woo,Ahmadi,Smith,Nicholls
, p. 154 - 159 (2007/10/03)
3-(4'-Aminophenyl)pyrrolidine-2,5-dione (WSP3), a known reversible inhibitor of P450 aromatase, was modified using molecular graphics and our model of reversible inhibitor and substrate binding to resemble 10β-prop-2-ynylestr-4-ene-3,17-dione (PED), a mec
