682748-22-7Relevant academic research and scientific papers
Cobalt-catalyzed enantioselective intramolecular hydroacylation of ketones and olefins
Yang, Junfeng,Yoshikai, Naohiko
supporting information, p. 16748 - 16751 (2015/02/05)
Cobalt-chiral diphoshine catalytic systems promote intramolecular hydroacylation reactions of 2-acylbenzaldehydes and 2-alkenylbenzaldehydes to afford phthalide and indanone derivatives, respectively, in moderate to good yields with high enantioselectivities. The ketone hydroacylation did not exhibit a significant H/D kinetic isotope effect (KIE) with respect to the aldehyde C-H bond, indicating that C-H activation would not be involved in the rate-limiting step.
Hydroacylation of 2-vinyl benzaldehyde systems: An efficient method for the synthesis of chiral 3-substituted indanones
Kundu, Kousik,McCullagh, James V.,Morehead Jr., Andrew T.
, p. 16042 - 16043 (2007/10/03)
Asymmetric rhodium-catalyzed hydroacylation has been utilized in the synthesis of 3-substituted indanones with high conversions and enantioselectivity. The hydroacylation reaction of 2-vinyl benzaldehyde had been previously reported to give a low yield of indanone and an unidentified product. We have identified this compound as a dimer of the starting material. Substitution at the α-position of the 2-vinyl benzaldehyde substrates blocks the competitive dimerization reaction and allows the reaction to proceed with yields generally greater than 90%. Utilization of BINAP as a chiral ligand results in good chemical yields and enantioselectivity greater than 95% in most cases. Copyright
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.
