Ni-Catalyzed Enantioselective Allylic Alkylation of <i>H</i>-Phosphinates
Qing Zhang, Qing Zhang, Xu-Teng Liu, Yue Wu, Qing‐Wei Zhang, Qing‐Wei Zhang
Abstract
The asymmetric synthesis of P-stereogenic phosphinates through allylic alkylation of H-phosphinates has been developed. With H-phosphinates and allylic acetates as the starting materials, a variety of allylic P-chiral phosphinates were accessed in high enantioselectivities of up to 92% ee and generally high yields. In addition, a further study demonstrated the applicability of this protocol, including the scale-up synthesis and facile transformation of chiral products from phosphinates to phosphine oxides with organolithium reagents under mild reaction conditions.
Topics & Concepts
StereocenterChemistryAllylic rearrangementTsuji–Trost reactionPhosphineEnantioselective synthesisCatalysisReagentAlkylationCombinatorial chemistryOrganic chemistryMedicinal chemistryAsymmetric Hydrogenation and CatalysisOrganophosphorus compounds synthesisChemical Synthesis and Analysis