148149-45-5Relevant articles and documents
C?Boron Enolates Enable Palladium Catalyzed Carboboration of Internal 1,3-Enynes
Chrostowska, Anna,Lamine, Walid,Li, Bo,Liu, Shih-Yuan,Miqueu, Karinne,Sotiropoulos, Jean-Marc,Wang, Ziyong,Wu, Jason
supporting information, p. 21231 - 21236 (2021/09/02)
A new family of carbon-bound boron enolates, generated by a kinetically controlled halogen exchange between chlorocatecholborane and silylketene acetals, is described. These C?boron enolates are demonstrated to activate 1,3-enyne substrates in the presence of a Pd0/Senphos ligand complex, resulting in the first examples of a carboboration reaction of an alkyne with enolate-equivalent nucleophiles. Highly substituted dienyl boron building blocks are produced in excellent site-, regio-, and diastereoselectivity by the described catalytic cis-carboboration reaction.
Parameters Influencing Reactivity and Regioselectivity in the Methoxycarbonylation of Arylalkenes
Du Plessis, Maretha,Marais, Charlene,Bezuidenhoudt, Barend C. B.
, p. 557 - 565 (2016/02/14)
Previous research showed that the steric bulk, electronic character, and bite angle of the ligand have an influence on both the catalyst activity and regioselectivity of hydroformylation and hydroesterification reactions. However, little is known in this regard about the influence of the steric and electronic environment around the double bond of the substrate. A variety of arylalkenes were therefore subjected to methoxycarbonylation to investigate the steric and electronic effects of substituents on the aromatic ring of the substrate on the regioselectivity and reactivity in the methoxycarbonylation reaction of these substrates with a Pd(II)/Al(OTf)3/Ph3P catalyst system.
Pd-Catalyzed Regioselective Alkoxycarbonylation of 1-Alkenes Using a Lewis Acid [SnCl2 or Ti(OiPr)4] and a Phosphine
Amézquita-Valencia, Manuel,Achonduh, George,Alper, Howard
, p. 6419 - 6424 (2015/06/30)
The phosphine ligand mediated palladium catalyzed alkoxycarbonylation of alkenes was investigated with the objective of attaining good linear selectivity for the ester. The effect of various parameters such as solvents, additives, palladium precursors, CO pressures, and alkenes of various structural complexities were examined. The results revealed the importance of using a Lewis acid such as SnCl2 or Ti(OiPr)4 in combination with a monodentate ligand such CYTOP 292 or P(p-anisyl)3 to enhance the regioselectivity for the linear isomers in the range of 70-96%.