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Room-Temperature Guerbet Reaction with Unprecedented Catalytic Efficiency and Enantioselectivity.

Teng Wei NgGang LiaoKai Kiat LauHui-Jie PanYu Zhao
Published in: Angewandte Chemie (International ed. in English) (2020)
We report herein an unprecedented highly efficient Guerbet-type reaction at room temperature (catalytic TON up to >6000). This β-alkylation of secondary methyl carbinols with primary alcohols has significant advantage of delivering higher-order secondary alcohols in an economical, redox-neutral fashion. In addition, the first enantioselective Guerbet reaction has also been achieved using a commercially available chiral ruthenium complex to deliver secondary alcohols with moderate yield and up to 92 % ee. In both reactions, the use of a traceless ketone promoter proved to be beneficial for the catalytic efficiency.
Keyphrases
  • room temperature
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