13329-18-5Relevant academic research and scientific papers
Gold N-Heterocyclic Carbene Catalysts for the Hydrofluorination of Alkynes Using Hydrofluoric Acid: Reaction Scope, Mechanistic Studies and the Tracking of Elusive Intermediates
Bédard, Sandrine,Cavallo, Luigi,Falivene, Laura,Gauthier, Rapha?l,Nolan, Steven P.,Paquin, Jean-Fran?ois,Saab, Marina,Tzouras, Nikolaos V.,Van Hecke, Kristof,Zhang, Ziyun
, (2021/12/09)
An efficient and chemoselective methodology deploying gold-N-heterocyclic carbene (NHC) complexes as catalysts in the hydrofluorination of terminal alkynes using aqueous HF has been developed. Mechanistic studies shed light on an in situ generated catalyst, formed by the reaction of Br?nsted basic gold pre-catalysts with HF in water, which exhibits the highest reactivity and chemoselectivity. The catalytic system has a wide alkyl substituted-substrate scope, and stoichiometric as well as catalytic reactions with tailor-designed gold pre-catalysts enable the identification of various gold species involved along the catalytic cycle. Computational studies aid in understanding the chemoselectivity observed through examination of key mechanistic steps for phosphine- and NHC-coordinated gold species bearing the triflate counterion and the elusive key complex bearing a bifluoride counterion.
Highly productive α-alkylation of ketones with alcohols mediated by an Ir-oxalamidato/solid base catalyst system
Maeda, Hironori,Nara, Hideki,Shimizu, Hideo
supporting information, p. 2772 - 2779 (2020/12/29)
An Ir-oxalamidato complex in combination with a solid base (e.g., magnesium aluminometasilicate/Ca(OH)2) significantly improved the catalyst productivity in α-alkylation of methyl ketones with primary alcohols. Optimization through systematic variation of the oxalamidato ligand led to a practical turnover number (TON) of 10 000.40 000.
Soft propargylic deprotonation: Designed ligand enables au-catalyzed isomerization of alkynes to 1,3-Dienes
Wang, Zhixun,Wang, Yanzhao,Zhang, Liming
supporting information, p. 8887 - 8890 (2014/07/08)
By functionalizing the privileged biphenyl-2-ylphosphine with a basic amino group at the rarely explored 3′ position, the derived gold(I) complex possesses orthogonally positioned "push" and "pull" forces, which enable for the first time soft propargylic deprotonation and permit the bridging of a difference of >26 pKa units (in DMSO) between a propargylic hydrogen and a protonated tertiary aniline. The application of this design led to efficient isomerization of alkynes into versatile 1,3-dienes with synthetically useful scope under mild reaction conditions.
SUBSTITUTED CARBINOL COMPOUND
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Page/Page column 77, (2009/09/26)
There is provided a novel LXRβ agonist useful as a preventative and/or therapeutic agent for arteriosclerosis; arteriosclerosis such as those resulting from diabetes; hyperlipidemia; hypercholesterolemia; lipid-related diseases; inflammatory diseases caus
Preparation of aliphatic ketones through a ruthenium-catalyzed tandem cross-metathesis/allylic alcohol isomerization
Finnegan, David,Seigal, Benjamin A.,Snapper, Marc L.
, p. 2603 - 2606 (2007/10/03)
Grubbs' 2nd generation and Hoveyda-Grubbs' ruthenium alkylidenes are shown to be effective catalysts for cross-metatheses of allylic alcohols with cyclic and acyclic olefins, as well as isomerization of the resulting allylic alcohols to alkyl ketones. The net result of this new tandem methodology is a single-flask process that provides highly functionalized, ketone-containing products from simple allylic alcohol precursors.
Catalytic ring opening of acetylcyclopropane by water and alcohols under the action of copper or palladium salts
Dzhemilev,Khusnutdinov,Atnabaeva,Muslimov,Parfenova,Tomilov
, p. 1242 - 1247 (2007/10/03)
The possibility of the cleavage of the C-C bond in acetylcyclopropane (ACP) under the action of water or alcohols in the presence of copper or palladium salts was demonstrated for the first time. At 175-180 °C, the reactions proceeded regioselectively wit
A Stereocontrolled Synthesis of the Left Hand (C1-C12) Segment of Eurylene
Gurjar, M. K.,Saha, U. K.
, p. 1833 - 1836 (2007/10/02)
The synthesis of the left hand segment representing C1-C12 unit of eurylene, a novel cytotoxic squalene-type triterpene, has been described.
SYNTHESIS OF POLYETHER CARBOXYLIC ACIDS WITH A BENZODIOXINIC SUBUNIT
Bosseray, P.,Guillaumet, G.,Coudert, G.,Wassermann, H.
, p. 1387 - 1390 (2007/10/02)
The synthesis of novel carboxylic polyethers 1 with a benzodioxinic subunit from 2-carboxy-1,4-benzodioxine is described.
