Palladium-Catalyzed Asymmetric Intramolecular Reductive Heck Desymmetrization of Cyclopentenes: Access to Chiral Bicyclo[3.2.1]octanes was written by Yuan, Zhenbo;Feng, Ziwen;Zeng, Yuye;Zhao, Xiaobin;Lin, Aijun;Yao, Hequan. And the article was included in Angewandte Chemie, International Edition in 2019.Safety of (S)-(2′-Methoxy-[1,1′-binaphthalen]-2-yl)diphenylphosphine This article mentions the following:
A palladium-catalyzed asym. reductive Heck reaction of unactivated aliphatic alkenes, with eliminable β-hydrogen atoms, was realized for the first time. A series of optically active bicyclo[3.2.1]octanes bearing chiral quaternary and tertiary carbon stereocenters were obtained in good yields with excellent enantioselectivities, exhibited good functional-group tolerance and scalability. Moreover, deuterated optically active bicyclo[3.2.1]octanes were also obtained in high efficiency. In the experiment, the researchers used many compounds, for example, (S)-(2′-Methoxy-[1,1′-binaphthalen]-2-yl)diphenylphosphine (cas: 134484-36-9Safety of (S)-(2′-Methoxy-[1,1′-binaphthalen]-2-yl)diphenylphosphine).
(S)-(2′-Methoxy-[1,1′-binaphthalen]-2-yl)diphenylphosphine (cas: 134484-36-9) belongs to chiral phosphine ligands. Many phosphine-catalyzed reactions have been developed for the syntheses of various biologically important acyclic and cyclic molecules. Asymmetric variants of these reactions have evolved relatively slowly. Most of these phosphines are acyclic, usually possess low nucleophilic activity, and generally display poor enantioselectivities for phosphine organocatalysis. Safety of (S)-(2′-Methoxy-[1,1′-binaphthalen]-2-yl)diphenylphosphine
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis