4.8 Article

Bulky, Optically Active P-Stereogenic Phosphine-Boranes from Pure H-Menthylphosphinates

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 133, 期 28, 页码 10728-10731

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AMER CHEMICAL SOC
DOI: 10.1021/ja2034816

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  1. CNRS
  2. ANR [BLAN07-1_190839]

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The transformation of readily available pure-H-menthylphosphinates into chiral phosphinous acid-boranes permits the elaboration of bulky P-stereogenic secondary phosphine-boranes. Taking advantage of the synthetic potential of these compounds, a broad range of hindered P-chiral tertiary phosphine-boranes has been prepared with excellent enantiomeric excesses. The utility of bulky o-tolylphosphines was illustrated by the synthesis of a rare enantiopure phosphapalladacycle (S-P,S-P)-12.

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