5333-12-0Relevant academic research and scientific papers
Unprecedented alkylation of silicon enolates with alcohols via carbenium ion formations catalyzed by tin hydroxide-embedded montmorillonite
Tandiary, Michael Andreas,Asano, Masashi,Hattori, Taiki,Takehira, Satoshi,Masui, Yoichi,Onaka, Makoto
supporting information, p. 1925 - 1928 (2017/04/27)
The solid acid, tin hydroxide-embedded montmorillonite, catalyzes the unprecedented alkylation of various silicon enolates with primary, secondary and tertiary benzylic alcohols as well as secondary allylic alcohols. The acid catalysis of Sn-Mont was not only higher than that of the other ion-exchanged montmorillonites (M-Mont; M?=?H, Ti, Fe and Al), but also higher than that of the typical homogeneous acid catalysts such as BF3·OEt2, TMSOTf and TfOH.
Ni-catalyzed reductive coupling of alkyl acids with unactivated tertiary alkyl and glycosyl halides
Zhao, Chenglong,Jia, Xiao,Wang, Xuan,Gong, Hegui
supporting information, p. 17645 - 17651 (2015/02/05)
This work highlights Ni-catalyzed reductive coupling of alkyl acids with alkyl halides, particularly sterically hindered unactivated tertiary alkyl bromides for the production of all carbon quaternary ketones. The reductive strategy is applicable to α-selective synthesis of saturated, fully oxygenated C-acyl glycosides through easy manipulations of the readily available sugar bromides and alkyl acids, avoiding otherwise difficult multistep conversions. Initial mechanistic studies suggest that a radical chain mechanism (cycle B, Scheme 1) may be plausible, wherein MgCl2 promotes the reduction of NiII complexes.
Catalytic decarboxylative alkylation of β-keto acids with sulfonamides via the cleavage of carbon-nitrogen and carbon-carbon bonds
Yang, Cui-Feng,Wang, Jian-Yong,Tian, Shi-Kai
supporting information; experimental part, p. 8343 - 8345 (2011/09/16)
An efficient decarboxylative alkylation reaction of β-keto acids with N-benzylic or N-allylic sulfonamides has been developed, for the first time, through sequential cleavage of carbon-nitrogen and carbon-carbon bonds in the presence of 10 mol% of FeCl3.
One-pot hydroxy group activation/carbon-carbon bond forming sequence using a Bronsted base/bronsted acid system
Devineau, Alice,Pousse, Guillaume,Taillier, Catherine,Blanchet, Jerome,Rouden, Jacques,Dalla, Vincent
supporting information; experimental part, p. 2881 - 2886 (2011/02/21)
A new sequential two-step multicatalytic strategy is presented consisting in the efficient DBU-catalysed trichloroacetimidation of an alcohol followed by a ditriflylamine (Tf2NH)-catalysed intermolecular alkylation by silicon-based nucleophiles and C-H nucleophiles. The distinct feature of the trichloroacetimidate group allows use of weaker acid catalysts such as 1,1′-bi-2-naphthol (BINOL)-derived phosphoric acid, pointing out the possible development of an enantioselective variant. This unprecedented sequential one-pot Bronsted base-Bronsted acid catalysis further expands the synthetic scope of the trichloroacetimidate group. Copyright
Synthese de tertiobutylcetones α-azotees de type =N-C(R1)(R2)-CO-C(CH3)3
Montignoul, Claude,Richard, Marie-Josee,Vigne, Christian,Giral, Louis
, p. 1509 - 1519 (2007/10/02)
The α-nitrogen-ketones 2, 3 and 4 were prepared from α-bromoketones.These were synthesized by the bromination of the ketones which had been obtained by the pinacolone or benzyltertiobutylketone alkylation from the corresponding halo-derivatives.We have observed that the bromination of the ketones depends to some extent upon the nature of these compounds.
