Asymmetric allylic alkylation of Morita–Baylis–Hillman carbonates with α-fluoro-β-keto esters

  • Yan, Lin
  • Han, Zhiqiang
  • Zhu, Bo
  • Yang, Caiyun
  • Tan, Choon-Hong
  • Jiang, Zhiyong
Publication date
January 2013
Publisher
Beilstein Institut

Abstract

In the presence of a commercially available Cinchona alkaloid as catalyst, the asymmetric allylic alkylation of Morita–Baylis–Hillman carbonates, with α-fluoro-β-keto esters as nucleophiles, have been successfully developed. A series of important fluorinated adducts, with chiral quaternary carbon centres containing a fluorine atom, was achieved in good yields (up to 93%), with good to excellent enantioselectivities (up to 96% ee) and moderate diastereoselectivities (up to 4:1 dr).Published Versio

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