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- W2091229699 abstract "Abstract The synthesis of four new members of the Quinazolinap series of ligands is described. Three of these ligands were prepared by post‐resolution modification of the known ligand ( R )‐7‐chloro‐2‐isopropyl‐Quinazolinap, a new approach which offers an expedient route to a range of enantiopure ligands as it precludes the need for resolution of each ligand prepared. The remaining ligand, 7‐chloro‐2‐methyl‐Quinazolinap, was prepared in a seven‐step synthetic sequence incorporating palladium‐ and nickel‐catalyzed transformations as the key steps. A diastereomerically pure palladacycle of this ligand was characterised by X‐ray crystallography. ( R )‐7‐Chloro‐2‐isopropyl‐Quinazolinap was applied to the rhodium‐catalyzed hydroboration of vinylarenes with regioselectivities of up to > 99:1 and ee values of up to 68 %. Each of the Quinazolinap ligands prepared were applied to the palladium‐catalyzed allylic alkylation of 1,3‐diphenylprop‐2‐enyl acetate resulting in conversions of up to 100 % and ee values of up to 85 %. Solution‐phase NMR studies on a palladium complex of one of the ligands provided a rationale for the sense of asymmetric induction." @default.
- W2091229699 created "2016-06-24" @default.
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- W2091229699 date "2010-09-14" @default.
- W2091229699 modified "2023-10-17" @default.
- W2091229699 title "Synthesis and Post‐Resolution Modification of New Axially Chiral Ligands for Asymmetric Catalysis" @default.
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- W2091229699 doi "https://doi.org/10.1002/ejoc.201000794" @default.
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