15561-35-0Relevant academic research and scientific papers
Ir-catalyzed tandem hydroformylation-transfer hydrogenation of olefins with (trans-/cis-)formic acid as hydrogen source in presence of 1,10-phenanthroline
Chen, Xiao-Chao,Gao, Han,Liu, Lei,Liu, Ye,Lu, Yong,Xia, Fei,Yang, Shu-Qing
, p. 183 - 193 (2020/04/08)
The one-pot tandem hydroformylation-reduction to synthesize alcohols from olefins is in great demand but suffering from low yields, poor selectivity and harsh condition. Herein, 1,10-phenanthroline (L1) modified Ir-catalyst proved to exhibit multiple cata
Tandem Acid/Pd-Catalyzed Reductive Rearrangement of Glycol Derivatives
Ciszek, Benjamin,Fleischer, Ivana,Kathe, Prasad,Schmidt, Tanno A.
, p. 3641 - 3646 (2020/03/25)
Herein, we describe the acid/Pd-tandem-catalyzed transformation of glycol derivatives into terminal formic esters. Mechanistic investigations show that the substrate undergoes rearrangement to an aldehyde under [1,2] hydrogen migration and cleavage of an oxygen-based leaving group. The leaving group is trapped as its formic ester, and the aldehyde is reduced and subsequently esterified to a formate. Whereas the rearrangement to the aldehyde is catalyzed by sulfonic acids, the reduction step requires a unique catalyst system comprising a PdII or Pd0 precursor in loadings as low as 0.75 mol % and α,α′-bis(di-tert-butylphosphino)-o-xylene as ligand. The reduction step makes use of formic acid as an easy-to-handle transfer reductant. The substrate scope of the transformation encompasses both aromatic and aliphatic substrates and a variety of leaving groups.
Rh-Catalyzed Asymmetric Hydrogenation of β-Branched Enol Esters for the Synthesis of β-Chiral Primary Alcohols
Liu, Chong,Yuan, Jing,Zhang, Jian,Wang, Zhihui,Zhang, Zhenfeng,Zhang, Wanbin
, p. 108 - 111 (2018/01/17)
An asymmetric hydrogenation of β-branched enol esters has been developed for the first time, providing a new route for the synthesis of β-chiral primary alcohols. Using a (S)-SKP-Rh complex bearing a large bite angle and enol ester substrates possessing an O-fomyl directing group, the desired products were obtained in quantitative yields and with excellent enantioselectivities.
Polyvinylpolypyrrolidoniume tribromide as new and metal-free catalyst for the formylation and trimethylsilylation of hydroxyl group
Ghorbani-Choghamarani, Arash,Goudarziafshar, Hamid,Zamani, Parisa
scheme or table, p. 1207 - 1210 (2012/01/05)
Trimethylsilylation of alcohols was achieved using 1,1,1,3,3,3- hexamethyldisilazane (HMDS) as silylating agent, in the presence of polyvinylpolypyrrolidoniume tribromide in acetonitrile at room temperature. Also a variety of alcohols were converted into alkyl formates by ethyl formate and a catalytic amount of polyvinylpolypyrrolidoniume tribromide under solvent free conditions at room temperature.
Silica triflate as an efficient reagent for the chemoselective formylation of alcohols
Shirini, Farhad,Marjani, Katayoun,Nahzomi, Hossein Taherpour,Zolfigol, Mohammad Ali
, p. 1245 - 1251 (2008/02/05)
Silica triflate, as a new and stable silica-based reagent, is prepared by a reaction of silica gel with trifluoromethane sulfonyl chloride at room temperature. This reagent can be used for the efficient and selective formylation of alcohols in the presence of phenols in a relatively short reaction time and high yields under heterogeneous reaction conditions.
Efficient acetylation and formylation of alcohols in the presence of Zr(HSO4)4
Shirini, Farhad,Zolfigol,Safari
, p. 154 - 156 (2007/10/03)
Acetylation and formylation of alcohols with acetic and formic acids have been carried out in the presence of catalytic amounts of Zr(HSO 4)4 under mild and heterogeneous conditions.
Acetylation and formylation of alcohols in the presence of silica sulfuric acid
Shirini, Farhad,Zolfigol, Mohammad Ali,Mohammadi, Kamal
, p. 1617 - 1621 (2007/10/03)
Alcohols are converted to esters in a mild, clean, and efficient reaction with acetic and formic acids in the presence of silica sulfuric acid. All reactions were performed under mild and completely heterogeneous conditions in refluxing n-hexane.
Selective formylation of alcohols in the presence of phenols with chloral
Ram, Ram N,Meher, Nabin Kumar
, p. 2997 - 3001 (2007/10/03)
Primary and secondary alcohols were formylated selectively in the presence of phenols by stirring with chloral in acetone over anhydrous K2CO3 at ambient temperatures in high yields.
