The synthesis of chiral β-aryl-α,β-unsaturated amino alcohols via a Pd-catalyzed asymmetric allylic amination.

نویسندگان

  • Mao Quan
  • Nicholas Butt
  • Jiefeng Shen
  • Kaiji Shen
  • Delong Liu
  • Wanbin Zhang
چکیده

Chiral β-aryl-α,β-unsaturated amino alcohols were synthesized via a Pd-catalyzed asymmetric allylic amination of 4-aryl-1,3-dioxolan-2-one using planar chiral 1,2-disubstituted ferrocene-based phosphinooxazolines as ligands. Under the optimized reaction conditions, a series of substrates were examined and the products were obtained in good to excellent yields (up to 92%) and enantioselectivities (up to 98% ee) under mild reaction conditions. The desired products were determined to be of (R)-configuration and could subsequently be transformed into compounds with interesting biological activity using simple transformations.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 11 42  شماره 

صفحات  -

تاریخ انتشار 2013