Direct enantioselective amination of α-ketoesters catalyzed by an axially chiral guanidine base

Masahiro Terada, Kei Amagai, Kenichi Ando, Eunsang Kwon, Hitoshi Ube

研究成果: Article査読

30 被引用数 (Scopus)

抄録

β-functional! Direct enantioselective amination of α-ketoesters with azodicarboxylates was demonstrated using an axially chiral guanidine base catalyst, which enabled efficient access to enantioenriched multifunctionalized ketoesters with an aliphatic substituent at the β-position. Subsequent nucleophilic addition to the β-hydrazinyl-α-ketoester at the reactive ketone yields the corresponding β-hydrazinyl-α-hydroxy esters in high syn diastereo- and enantioselectivities (see scheme).

本文言語English
ページ(範囲)9037-9041
ページ数5
ジャーナルChemistry - A European Journal
17
33
DOI
出版ステータスPublished - 2011 8 8

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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