Asymmetric allylic substitution by chiral palladium catalysts: Which is more reactive, major π-allyl Pd(II) species or minor π-allyl species?

Chisato Urano, Masatoshi Onuki, Yuuta Uchida, Risa Suzuki,Kiyoshi Sato,Dai Masui,Motowo Yamaguchi,Takamichi Yamagishi

Molecular Catalysis（2021）

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摘要

•Pd-catalyzed asymmetric allylic substitutions via symmetrical and unsymmetrical π-allyl intermediates.•Selective ligation of N-P-N type phosphine ligands having two oxazoline units.•31P NMR observation of stoichiometric reaction of π-allyl species and enolate ion.•Reactivity difference of major and minor π-allyl intermediates was determined.•Positive and negative correlation between minor to major ratio (minor/major) and % enantiomeric excess.

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关键词

Pd-catalyzed asymmetric allylic alkylation and amination,N-P-N type phosphine ligand with two oxazoline units,Reactivity difference of major- and minor-π-allyls species,31P NMR observation of the reaction time course

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