A novel and transition-metal-free hydrophosphinylation of allenes with secondary phosphine oxides was developed. In the presence of the cheap and commercially available cesium carbonate, various hydrophosphinylation products were synthesized with exclusive regio- and stereoselectivity under mild conditions. This methodology provides simple and efficient access to ()-alkenylphosphine oxides in moderate to excellent yields with a relatively broad substrate scope.
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Base promoted regio- and stereoselective hydrophosphinylation of allenes.
Org Biomol Chem
December 2024
Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361001, Fujian, People's Republic of China.
A novel and transition-metal-free hydrophosphinylation of allenes with secondary phosphine oxides was developed. In the presence of the cheap and commercially available cesium carbonate, various hydrophosphinylation products were synthesized with exclusive regio- and stereoselectivity under mild conditions. This methodology provides simple and efficient access to ()-alkenylphosphine oxides in moderate to excellent yields with a relatively broad substrate scope.
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Angew Chem Int Ed Engl
September 2024
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, 200032, Shanghai, China.
Article Synopsis
- This research presents a novel method for diastereo- and enantioselective hydrophosphinylation of allenes, conjugated enynes, and 1,3-dienes using a dual Pd/Co catalyst and a new phosphinylating reagent.
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Division of Molecular Catalysis and Synthesis, Henan Institute of Advanced Technology, Zhengzhou University, Zhengzhou 450001, P. R. China.
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Department of Chemistry, Southern University of Science and Technology, Shenzhen, Guangdong, 518055, China.
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Dalton Trans
July 2015
Univ Paris-Sud, ICMMO, UMR 8182, Orsay, F-91405, France.
This Perspective article provides an overview of the recent advancements in the field of intra- and inter-molecular C-N, C-O and C-P bond formation by hydroamination, hydroalkoxylation, hydrophosphination, hydrophosphonylation or hydrophosphinylation of unactivated alkenes, including allenes, 1,3-dienes and strained alkenes, promoted by (chiral) homogeneous catalysts based on earth abundant elements of the s and p blocks, the first row transition metals and the rare-earth metals. The relevant literature from 2009 until late 2014 has been covered.
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