1275593-35-5Relevant academic research and scientific papers
B(C6F5)3-Catalyzed Hydroarylation of Aryl Alkynes for the Synthesis of 1,1-Diaryl and Triaryl Substituted Alkenes
Chen, Hui,Gao, Liuzhou,Liu, Xueting,Wang, Guoqiang,Li, Shuhua
supporting information, p. 5238 - 5242 (2021/10/19)
A new strategy for the synthesis of 1,1-diaryl and triarylsubstituted alkenes has been developed utilizing B(C6F5)3-catalyzed hydroarylation of alkynes with phenols. The method provides a direct route to ortho-alkenylated phenols with both terminal and internal alkynes. The reactions show excellent regioselectivity, and good stereoselectivity was observed for the hydroarylation of internal alkynes. Computational and experimental studies suggest that for the reaction of internal alkynes and phenols, an acid-catalyzed isomerization mechanism involving two tertiary carbonium ion intermediates is responsible for the formation of Z-triaryl substituted alkenes.
Rhodium(III)-catalyzed ortho alkenylation of n-phenoxyacetamides with n-tosylhydrazones or diazoesters through C-H activation
Hu, Fangdong,Xia, Ying,Ye, Fei,Liu, Zhenxing,Ma, Chen,Zhang, Yan,Wang, Jianbo
, p. 1364 - 1367 (2014/03/21)
A coupling reaction of N-phenoxyacetamides with N-tosylhydrazones or diazoesters through RhIII-catalyzed C-H activation is reported. In this reaction, ortho-alkenyl phenols were obtained in good yields and with excellent regio- and stereoselectivity. Rh-c
Highly enantioselective hydrogenation of styrenes directed by 2′-hydroxyl groups
Wang, Xiang,Guram, Anil,Caille, Seb,Hu, Jack,Preston,Ronk, Michael,Walker, Shawn
supporting information; experimental part, p. 1881 - 1883 (2011/05/15)
A new synthetic strategy that turns styrene-type olefins into excellent substrates for Rh-catalyzed asymmetric hydrogenation by installing a 2′-hydroxyl substituent is described. This methodology accommodates trisubstituted olefinic substrates in various E/Z mixtures, leading to valuable benzylic chiral compounds including (R)-tolterodine. It is also demonstrated that the 2′-hydroxyl groups could be readily removed in high yield without loss of ee from the products. Thus, this technology represents an attractive alternative to the Ir(P-N) catalyst system for the asymmetric hydrogenation of unfunctionalized olefins.
