Palladium-catalyzed diastereo- and enantioselective desymmetric hydrophosphination of cyclopropenes

Zhang，Yiliang1,2; Jiang，Yanxin1; Li，Mingliang2; Huang，Zhongxing3; Wang，Jun (Joelle)1

2022-11-17

10.1016/j.checat.2022.08.008

Chem Catalysis   Impact Factor & Quartile

2667-1107

2667-1093

Cyclopropanes are unique three-member rings whose unusual bonding and inherent ring strain make them valuable building blocks in modern organic synthesis. In this work, a Pd-catalyzed diastereo- and enantioselective desymmetric hydrophosphination of 3,3-disubstituted cyclopropenes is described. It allows efficient, direct, and atom-economic access to potentially valuable chiral cyclopropane rings bearing two vicinal carbon stereocenters in high yields with excellent diastereo- and enantioselectivities (up to >98:2 d.r. [diastereomeric excess] and 97% ee [enantiometric excess]). Further transformations of these chiral phosphorus-containing three-member rings provide a range of potential applications.

cyclopropane C–P bond formation desymmetric hydrophosphination palladium SDG3: Good health and well-being

English

Others

National Natural Science Foundation of China[NSFC 21971102];

2-s2.0-85142004309

Scopus

1.Department of Chemistry,Hong Kong Baptist University,Kowloon,Hong Kong,China
2.Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China
3.Department of Chemistry,The University of Hong Kong,Hong Kong

Zhang，Yiliang,Jiang，Yanxin,Li，Mingliang,et al. Palladium-catalyzed diastereo- and enantioselective desymmetric hydrophosphination of cyclopropenes[J]. Chem Catalysis,2022,2(11):3163-3173.

Zhang，Yiliang,Jiang，Yanxin,Li，Mingliang,Huang，Zhongxing,&Wang，Jun .(2022).Palladium-catalyzed diastereo- and enantioselective desymmetric hydrophosphination of cyclopropenes.Chem Catalysis,2(11),3163-3173.

Zhang，Yiliang,et al."Palladium-catalyzed diastereo- and enantioselective desymmetric hydrophosphination of cyclopropenes".Chem Catalysis 2.11(2022):3163-3173.