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α-Alkylation of Chiral Sulfinimines for Constructing Quaternary Chiral Carbons by Introducing Removable Directing Groups.

Shuanglin QinShuangwei LiuYuting CaoJiangnan LiChuanke ChongTongtong LiuYunhao LuoJiyun HuShende JiangHonggang ZhouGuang YangCheng Yang
Published in: Organic letters (2018)
This study developed a facile and efficient synthetic strategy to construct quaternary chiral centers at the α-position of imines and ketones. High regioselectivity and diastereoselectivity were achieved through the synergetic effect of electron-withdrawing directing groups and N-tert-butyl sulfinamide as chiral auxiliaries. Either of them could be removed under the optimized conditions without any epimerization.
Keyphrases
  • capillary electrophoresis
  • ionic liquid
  • mass spectrometry
  • quantum dots
  • highly efficient