71434-61-2Relevant academic research and scientific papers
Tandem α-Alkylation/Asymmetric Transfer Hydrogenation of Acetophenones with Primary Alcohols
Kovalenko, Oleksandr O.,Lundberg, Helena,Hübner, Dennis,Adolfsson, Hans
supporting information, p. 6639 - 6642 (2016/02/19)
Tandem α-alkylation/asymmetric transfer hydrogenation of acetophenones with primary alcohols, mediated by a single ruthenium catalyst, is described. Under optimized reaction conditions and with use of [Ru(p-cymene)Cl2]2 in combination with an amino acid hydroxyamide ligand, the chiral secondary alcohol products were isolated in moderate yields and in moderate to good enantiomeric excess (up to 89 % ee). One catalyst - one pot - two reactions. Acetophenones are initially alkylated with primary alcohols by the borrowing hydrogen methodology. The alkylation products are directly converted to enantiomerically enriched secondary alcohols.
Efficient iron-catalyzed direct β-alkylation of secondary alcohols with primary alcohols
Yang, Jian,Liu, Xin,Meng, Da-Li,Chen, Hong-Yan,Zong, Zhi-Hui,Feng, Ting-Ting,Sun, Kai
supporting information; experimental part, p. 328 - 334 (2012/04/04)
The efficient iron-catalyzed direct β-alkylation of secondary alcohols with primary alcohols is described. In the presence of the commercially available iron catalyst (ferrocenecarboxaldehyde, 1b) and a catalytic amount of base, the reactions give β-alkylated higher alcohols in high yields in the absence of any sacrificial agents (hydrogen acceptors or hydrogen donors) and nitrogen or phosphorus ligands. For the first time, iron is employed as an inexpensive and environmentally benign alternative with high atom efficiency to noble metal-based catalysts in this type of reaction. Copyright
Alkynes as activators in the nickel-catalysed addition of organoboronates to aldehydes
Takahashi, Go,Shirakawa, Eiji,Tsuchimoto, Teruhisa,Kawakami, Yusuke
, p. 1459 - 1461 (2007/10/03)
Alkynes act not as substrates but as co-catalysts in the presence of a nickel catalyst, an organoboronate and an aldehyde to promote the addition reaction between the substrates in combination with H2O. The Royal Society of Chemistry 2005.
Direct β-alkylation of secondary alcohols with primary alcohols catalyzed by a Cp*Ir complex
Fujita, Ken-Ichi,Asai, Chiho,Yamaguchi, Tetsuhiro,Hanasaka, Fumihiro,Yamaguchi, Ryohei
, p. 4017 - 4019 (2007/10/03)
(Chemical Equation Presented) A new catalytic system for β-alkylation of secondary alcohols has been developed. In the presence of [Cp*IrCl 2]2 (Cp* = pentamethylcyclopentadienyl) catalyst and base, the reactions of various secondary alcohols with primary alcohols give β-alkylated higher alcohols in good to excellent yields without any hydrogen acceptor or hydrogen donor. This reaction proceeds via successive hydrogen-transfer reactions and aldol condensation.
