92757-92-1Relevant articles and documents
Catalyst-Free Enantiospecific Olefination with In Situ Generated Organocerium Species
Music, Arif,Hoarau, Clément,Hilgert, Nicolas,Zischka, Florian,Didier, Dorian
supporting information, p. 1188 - 1192 (2019/01/04)
Described is the in situ formation of triorganocerium reagents and their application in catalyst-free Zweifel olefinations. These unique cerium species were generated through novel exchange reactions of organohalides with n-Bu3Ce reagents. The adequate electronegativity of cerium allowed for compensating the disadvantages of both usually functional-group-sensitive organolithium species and less reactive organomagnesium reagents. Exchange reactions were performed on aryl and alkenyl bromides, enabling enantiospecific transformations of chiral boron pinacol esters. Finally, these new organocerium species were engaged in selective 1,2-additions onto enolisable and sterically hindered ketones.
Suzuki cross-coupling reactions between alkenylboronic acids and aryl bromides catalysed by a tetraphosphane-palladium catalyst
Peyroux, Eugenie,Berthiol, Florian,Doucet, Henri,Santelli, Maurice
, p. 1075 - 1082 (2007/10/03)
A range of alkenylboronic acids undergo Suzuki cross-coupling with aryl bromides in good yields in the presence of [PdCl(C3H 5)]2/cis,cis,cis-1,2,3,4-tetrakis[(diphenylphosphanyl) methyl]cyclopentane as a catalyst. A wide variety of 1-arylprop-1-enes, 2-arylprop-1-enes, 2-arylbut-1-enes and 1,1-diarylethylene or styrene derivatives have been prepared. Moreover, the reaction tolerates several functions, such as acetyl, formyl, nitrile or nitro. Furthermore, this catalyst can be used at low loading, even for reactions of sterically hindered substrates. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
