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Updated: Jul 6, 2025

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Rapid and Practical Synthesis of gem-Dibromoalkanes from Aldehydes by Tribromide Reagent
Bowen Ren1,2, Jianeng Xu1, Chao Liu1
1State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000, P. R. China.
Abstract:
gem-Dibromoalkanes are important synthetic building block in organic chemistry, but their preparation is still troublesome. Herein, we have developed a simple and practical protocol for the synthesis of gem-dibromoalkanes from aldehydes using tetrabutylammonium tribromide and triphenyl phosphite. A variety of alkyl and aromatic aldehydes can be transformed into the corresponding products within 10 minutes. This protocol is also applicable to alcohols, and the configuration of chiral alcohol is inverted during the process with excellent enantiopurity.
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