86123-18-4Relevant academic research and scientific papers
Synthesis of enol esters from copper(I) carboxylates generated from copper(I) trifluoromethanesulfonate benzene complex
Lefler, Scott R.,Rose, Seth D.
, p. 3805 - 3810 (1999)
A rapid method for the preparation of copper(I) carboxylates by use of copper(I) influoromethanesulfonate benzene complex followed by their conversion to enol esters under mild conditions is presented.
Regio- and Stereoselective Chan-Lam-Evans Enol Esterification of Carboxylic Acids with Alkenylboroxines
Steemers, Luuk,Wijsman, Linda,van Maarseveen, Jan H.
supporting information, p. 4241 - 4245 (2018/10/02)
Efficient and scalable Cu(II)-mediated enol esterification methodology of carboxylic acids from alkenyl boroxines and boronic acids is presented. The reaction shows a wide scope in aliphatic and aromatic carboxylic acids in combination with several alkenyl boroxines. In the case of 2-substituted alkenyl boroxines the double bond configuration was fully retained in the enol ester product. Also N-hydroxyimides and imides could be transformed in the respective amidooxy vinyl enol ethers and vinyl enamides. Finally, with the exception of methionine, all other 19 canonical amino acids showed their compatibility to give the enol esters in a stereoselective fashion. (Figure presented.).
Method for the preparation of palladium(I) tri-tert-butylphosphine bromide dimer and process for its use in isomerization reactions
-
, (2015/12/04)
The invention provides a new method for the preparation of the dimeric Pd(l) tri-tert.-butylphosphine bromide complex, characterized by the chemical formula [Pd(μ-Br)(PtBu3)]2. The method is based on a comproportionation r
Method for the Preparation of Palladium(I) Tri-Tert-Butylphosphine Bromide Dimer and Process for its Use in Isomerization Reactions
-
Page/Page column, (2014/07/08)
The invention provides a new method for the preparation of the dimeric Pd(l) tri-tert.-butylphosphine bromide complex, characterized by the chemical formula [Pd(μ-Br)(PtBu3)]2. The method is based on a comproportionation reaction in which a Pd(ll) compound (=PdBr2) is reacted with a Pd(0) compound (=Pd(PtBu3)2) in organic solvents to yield the [Pd(μ-Br)(PtBu3)]2 compound having the Pd atoms in the formal oxidation state +1. Unreacted PdBr2 may be reused in the process. The method is straightforward and applicable for industrial scale production and provides high product yields. Further, a new process for the isomerization of allyl ethers of the general type R1—C(O)—O—CH(R2)—C(R3)═CH2 employing the compound Pdμ-Br)(PtBu3)]2 as a catalyst is disclosed.
[Pd(μ-Br)(PtBu3)]2 as a highly active isomerization catalyst: Synthesis of enol esters from allylic esters
Mamone, Patrizia,Gruenberg, Matthias F.,Fromm, Andreas,Khan, Bilal A.,Goossen, Lukas J.
, p. 3716 - 3719 (2012/09/08)
The dimeric Pd(I)-complex [Pd(μ-Br)(PtBu3)] 2 was found to be highly active for catalyzing double-bond migration in various substrates such as unsaturated ethers, alcohols, amides, and arenes, under mild conditions. It efficiently mediates the conversion of allylic esters into enol esters, rather than inserting into the allylic C-O bond. The broad applicability of this reaction was demonstrated with the synthesis of 22 functionalized enol esters.
Simple One-Step Preparations of Vinylic Carbonates from Aldehydes
Olofson, R.A.,Dang, Vu Anh,Morrison, David S.,Cusati, Paul F. De
, p. 1 - 3 (2007/10/02)
Enolizable aldehydes are easily converted to 1-alkenyl carbonates by treatment with chloro- or fluoroformates and KF plus an 18-crown-6 catalyst or by reaction with fluoroformates and KF in DMSO with no added catalyst.
Acylation Reactions of Carbonyl Compounds with 1-Acylpyridinium Salts
Anders, Ernst,Will, Wolfgang,Gassner, Thomas
, p. 1506 - 1519 (2007/10/02)
1-Acyl-4-benzylpyridinium tetrafluoroborates 5 have been used to derive generally applicable guidelines for the reaction of aldehydes 6 and ketones 7 with 1-acylpyridinium salts (scheme 2): a) Non-enolizable aldehydes 6 react with 5 to give N-pyridinium salts 14. b) Enolizable aldehydes 6 can be transformed by means of 5 into pyridinium salts 14 and enol esters 12, respectively.Using aldehyde 6b as an example, it was possible to show that the reaction course (formation of 12 or 14) can be controlled by simple variation of the reaction conditions. c) In general, ketones will not react with 5.The range of applicability of this guidelines has been defined. - We suggest, that the reaction course is mainly determined by the formation of the carbenium ion 19 and the aldehyde-pyridine derivative addition product 8.
