514797-25-2Relevant articles and documents
Facile synthesis of Z -alkenes via uphill catalysis
Singh, Kamaljeet,Staig, Shannon J.,Weaver, Jimmie D.
supporting information, p. 5275 - 5278 (2014/05/06)
Catalytic access to thermodynamically less stable Z-alkenes has recently received considerable attention. These approaches have relied upon kinetic control of the reaction to arrive at the thermodynamically less stable geometrical isomer. Herein, we present an orthogonal approach which proceeds via photochemically catalyzed isomerization of the thermodynamic E-alkene to the less stable Z-isomer which occurs via a photochemical pumping mechanism. We consider two potential mechanisms. Importantly, the reaction conditions are mild, tolerant, and operationally simple and will be easily implemented.
Palladium(0)-catalyzed synthesis of 2-phenyl-2H-chromene
Labrosse,Lhoste,Sinou
, p. 3667 - 3674 (2007/10/03)
2-Phenyl-2H-chromene is obtained in quite good yield starting from 3-[(2-tert-butyldimethylsilyl)oxyphenyl]prop-2-enal. Condensation of this aldehyde with phenyl magnesium bromide, followed by the acetylation of the alcohol obtained, and then intramolecular cyclization in the presence of a palladium catalyst gave the phenylchromene in an overall 34% yield.
