30043-95-9Relevant academic research and scientific papers
Inorganic-organic heteropolyacid-gold(I) hybrids: Structures and catalytic applications
Hueber, Damien,Hoffmann, Marie,Louis, Benoit,Pale, Patrick,Blanc, Aurelien
, p. 3903 - 3907 (2014)
Gold(I)-polyoxometalate hybrid complexes 1-4 ([PPh3AuMeCN] xH4-xSiW12O40, x=1-4) were synthesized and characterized. The structure of the primary gold(I)- polyoxometalate 1 (x=1) was fully ascertained by XRD, FTIR, 31P and 29Si magic-angle spinning (MAS) NMR, mass spectroscopy, and SEM-energy dispersive X-ray spectroscopy (EDX) techniques. Moreover, this complex exhibited better catalytic activity and selectivity compared with standard, homogeneous, gold catalysts in the new rearrangement of propargylic gem-diesters. Gold(I)-polyoxometalate hybrid complexes ([AuPPh 3MeCN]xH4-xSiW12O40, x=1-4) were synthesized and characterized. [AuPPh3MeCN]H 3SiW12O40 exhibited better catalytic activity and selectivity compared with standard, homogeneous, gold catalysts in the new rearrangement of propargylic gem-diesters (see scheme).
Highly regio- and stereoselective synthesis of Z and E enol esters by an amine-catalyzed conjugate addition-rearrangement reaction of ynals with carboxylic acids
Huang, He,Zhang, Xinshuai,Yu, Chenguang,Li, Xiangmin,Zhang, Yueteng,Wang, Wei
, p. 8030 - 8035 (2017/03/30)
The broad synthetic utility of labile enol esters demands efficient methods for the stereo- and regioselective synthesis of both Z and E isomers. The available synthetic methods dominated by metal catalysis cannot meet the challenge. We wish to report a metal-free organocatalytic divergent approach to both E and Z isomers of enol esters from the same reactant pools with the same catalytic system. A process involves an amine-catalyzed conjugate addition of carboxylic acids to ynals, which triggers a rearrangement leading to enol esters. The reaction proceeds highly regio- and stereoselectively. Simple manipulation of reaction temperatures enabled us to produce Z isomers at 0 °C (Z:E (15-20):1), whereas E isomers were produced at 30 °C (E:Z (15-20):1). Furthermore, the mild reaction conditions accommodate a broad array of densely functionalized carboxylic acids for the process, including complex biologically relevant structures and ynals. Therefore, synthetically valued, structurally diverse enol esters are efficiently synthesized. Preliminary mechanistic studies suggest an amine-promoted conjugate addition-rearrangement pathway to be responsible for the formation of the enol esters. (Chemical Equation Presented).
Pd-catalysed direct dehydrogenative carboxylation of alkenes: Facile synthesis of vinyl esters
Yang, Dan,Ding, Shixuan,Huang, Jianhui,Zhao, Kang
supporting information, p. 1211 - 1213 (2013/03/13)
A novel Pd-catalysed oxidative coupling reaction methodology using readily available carboxylic acids and alkenes for the preparation of vinyl esters has been developed. A broad range of vinyl esters were successfully synthesised. The reactions have demonstrated good efficiency as well as excellent chemo- and regio-selectivity.
