4.5 Article

A new and convenient approach for the synthesis of P-stereogenic intermediates bearing a tert-butyl(methyl)phosphino group

Journal

RESEARCH ON CHEMICAL INTERMEDIATES
Volume 43, Issue 8, Pages 4959-4966

Publisher

SPRINGER
DOI: 10.1007/s11164-017-2923-6

Keywords

P-stereogenic; Organophosphorus; Ligand; Phosphine borane; Secondary phosphine oxide

Funding

  1. National Natural Science Foundation of China [21572131]

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Chiral organophosphorus compounds possessing a P-stereogenic center have been widely used as agricultural chemicals, pharmaceuticals, organocatalysts, and ligands for transition-metal catalysis. P-Stereogenic intermediates bearing a tert-butyl(methyl)phosphino group are important for the preparation of several commonly used diphosphine ligands. However, previously reported synthetic methods used hazardous starting materials and are difficult to operate. In order to overcome these limitations, a new and convenient synthesis for a number of P-stereogenic intermediates possessing a tert-butyl(methyl)phosphino group has been developed. The reported route relies on an air- and moisture-stable secondary phosphine oxide prepared from a readily available starting material, trichlorophosphane.

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