Room‐Temperature Guerbet Reaction with Unprecedented Catalytic Efficiency and Enantioselectivity
Teng Wei Ng, Gang Liao, Kai Kiat Lau, Hui‐Jie Pan, Yu Zhao
Abstract
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.
Topics & Concepts
CatalysisChemistryCatalytic efficiencyCombinatorial chemistryChemical engineeringMaterials scienceOrganic chemistryEngineeringAsymmetric Hydrogenation and CatalysisSurface Chemistry and CatalysisChemical Synthesis and Analysis