73374-95-5Relevant academic research and scientific papers
Rhodium-Catalyzed Cyclization of O,ω-Unsaturated Alkoxyamines: Formation of Oxygen-Containing Heterocycles
Escudero, Julien,Bellosta, Véronique,Cossy, Janine
, p. 574 - 578 (2018)
O,ω-Unsaturated N-tosyl alkoxyamines undergo unexpected RhIII-catalyzed intramolecular cyclization by oxyamination to produce oxygen-containing heterocycles. Mechanistic studies show that an aziridine intermediate seems to be responsible for the formation of the heterocycles, possibly via a RhV species.
Pyridine-NHC: Effective ligand in Pd-catalyzed cyclopropanation of esters with substituted allyl carbonates
Huang, Jian-Qiang,Ding, Chang-Hua,Hou, Xue-Long
, p. 12010 - 12017 (2014)
By consideration of the mechanism of Pd-catalyzed cyclopropanation and allylation, NHC-pyridine compounds were adopted as the ligand in Pd-catalyzed cyclopropanation of esters and monosubstituted allylic reagents. The corresponding cyclopropanes were affo
Iridium-Catalyzed Enantioselective Allylic Substitution of Aliphatic Esters with Silyl Ketene Acetals as the Ester Enolates
Jiang, Xingyu,Hartwig, John F.
supporting information, p. 8887 - 8891 (2017/07/17)
Enantioselective allylic substitution with enolates derived from aliphatic esters under mild conditions remains challenging. Herein we report iridium-catalyzed enantioselective allylation reactions of silyl ketene acetals, the silicon enolates of esters, to form products containing a quaternary carbon atom at the nucleophile moiety and a tertiary carbon atom at the electrophile moiety. Under relatively neutral conditions, the allylated aliphatic esters were obtained with excellent regioselectivity and enantioselectivity. These products were readily converted into primary alcohols, carboxylic acids, amides, isocyanates, and carbamates, as well as tetrahydrofuran and γ-butyrolactone derivatives, without erosion of enantiomeric purity.
Indium-catalyzed coupling reaction between silyl enolates and alkyl chlorides or alkyl ethers
Nishimoto, Yoshihiro,Saito, Takahiro,Yasuda, Makoto,Baba, Akio
experimental part, p. 5462 - 5471 (2009/12/01)
The coupling reactions of alkyl chlorides with silyl enolates catalyzed by InBr3, and the coupling reactions of alkyl ethers with silyl enolates catalyzed by the combined Lewis acid of InBr3/Me3SiBr are described. In both reaction systems, various types of silyl enolates were used to give corresponding α-alkylated esters, ketones, carboxylic acids, amides, thioesters, and aldehydes.
Intramolecular additions of alcohols and carboxylic acids to inert olefins catalyzed by silver(I) triflate
Yang, Cai-Guang,Reich, Nicholas W.,Shi, Zhangjie,He, Chuan
, p. 4553 - 4556 (2007/10/03)
(Chemical Equation Presented) Intramolecular additions of hydroxyl or carboxyl groups to inert olefins catalyzed by simple silver(I) triflate are described. Good to excellent yields can be obtained for a range of substrates under relatively mild conditions. This reaction represents one of the simplest methods to construct cyclic ethers or lactones.
Mechanism of oxygen transfer in the epoxidation of an olefin by molecular oxygen in the presence of an aldehyde
Jarboe, Stephen G.,Beak, Peter
, p. 357 - 360 (2007/10/03)
(formula presented) The reaction pathway for peroxide-initiated aldehyde-mediated oxidation of olefins to epoxides by molecular oxygen has been studied. The pathways of reaction via a peroxy acid or an acyl peroxy radical have been differentiated by investigation of the reaction of 4 with oxygen to provide 6 via 8.
Kinetics and mechanisms of the reactions of π-allylpalladium complexes with nucleophiles
Kuhn, Oliver,Mayr, Herbert
, p. 343 - 346 (2007/10/03)
Which nucleophiles are capable of attacking the allyl ligand of the Pd- stabilized allyl cation 1? This question is answered by the electrophilicity parameter of 1 which is derived from kinetic investigations.
