1241905-90-7Relevant academic research and scientific papers
Enantioselective Synthesis of Multisubstituted Allenes by Cooperative Cu/Pd-Catalyzed 1,4-Arylboration of 1,3-Enynes
Liao, Yang,Yin, Xuemei,Wang, Xihong,Yu, Wangzhi,Fang, Dongmei,Hu, Lianrui,Wang, Min,Liao, Jian
supporting information, p. 1176 - 1180 (2019/12/11)
A cooperative Cu/Pd-catalyzed enantioselective synthesis of multisubstituted allenes is established. By employing chiral sulfoxide phosphine (SOP)/Cu and PdCl2(dppf) complexes as catalysts, the 1,4-arylboration of 1,3-enynes provides an efficient approach to trisubstituted chiral allenes with up to 92 % yield and 97:3 er. Furthermore, by using 2-substituted 1,3-enynes as substrates, the tetrasubstituted chiral allenes were successfully generated using this strategy. Finally, theoretical calculations indicate that the transmetallation of the allenylcopper species is the rate-limiting step of this transformation.
Palladium-Catalyzed Enantioselective Thiocarbonylation of Styrenes
Wang, Xihong,Wang, Bing,Yin, Xuemei,Yu, Wangzhi,Liao, Yang,Ye, Jialin,Wang, Min,Hu, Lianrui,Liao, Jian
supporting information, p. 12264 - 12270 (2019/08/01)
A highly enantioselective thiocarbonylation of styrenes with CO and thiols has been achieved by Pd catalysis, providing highly enantioenriched thioesters in good to excellent yields. Key to the successful execution of this reaction is the use of a chiral sulfoxide-(P-dialkyl)-phosphine (SOP) ligands. This thiocarbonylation proceeds smoothly under mild reaction conditions (1 atm CO and 0 °C) and displays broad substrate scope. Also demonstrated is that this transformation can be conducted using surrogates of CO, greatly increasing the safety aspects of running the reaction. The generality and utility of the method is manifested by its application to the synthetic transformations of thioester products and the direct acylation of cysteine-containing dipeptides. A primary mechanism was investigated and a plausible catalytic cycle was proposed.
Tert-butanesulfinylphosphines: Simple chiral ligands in rhodium-catalyzed asymmetric addition of arylboronic acids to electron-deficient olefins
Lang, Feng,Li, Dong,Chen, Junmin,Chen, Jun,Li, Liangchun,Cun, Linfeng,Zhu, Jin,Deng, Jingen,Liao, Jian
supporting information; experimental part, p. 843 - 846 (2010/06/15)
An efficient rhodium complex catalyst system was developed by using a class of simple tert-butanesulfinylphosphines as bidentate ligands, which solely bear sulfur chirality and combine the advantages of both sulfoxide and phosphine ligands. Excellent activities (in 0.5 hour, up to 99% yield) and enantioselectivities (up to 98% ee) were displayed in Rh-catalyzed asymmetric 1,4-additions under mild conditions.
