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Rhodium-Catalyzed Enantioselective Synthesis of β-Amino Alcohols via Desymmetrization of gem-Dimethyl Groups.

Bingxian LiuPengfei XieJie ZhaoJuanjuan WangManman WangYuqin JiangJun-Biao ChangXingwei Li
Published in: Angewandte Chemie (International ed. in English) (2021)
Desymmetrization of gem-dimethyl groups en route to the rhodium(III)-catalyzed enantioselective sp3 C-H amidation is reported. Synthetically important β-amino alcohol derivatives were accessed in moderate to good yields and high enantioselectivity. The high enantioselectivity is enabled by an appropriate oxime directing group, sterically biased gem-groups in the C-H substrate, and high reactivity of the amidating reagent.
Keyphrases
  • room temperature
  • amino acid
  • alcohol consumption
  • ionic liquid
  • structural basis