Synlett
DOI: 10.1055/a-2772-4544
Letter
Published as part of the Special Topic Alkynes in Organic Synthesis

Synthesis of Sterically Hindered Allylboranes via Ru-Catalyzed Reductive Boration of Propargylic Acetates

Authors

  • Liang Chen

    1   Department of Chemistry, The Hong Kong University of Science and Technology, Hong Kong, Hong Kong (Ringgold ID: RIN58207)
  • Jianwei Sun

    1   Department of Chemistry, The Hong Kong University of Science and Technology, Hong Kong, Hong Kong (Ringgold ID: RIN58207)

Financial support was provided by National Natural Science Foundation of China (22271242, 22471232), Research Grants Council of Hong Kong (16309722, 16304322, 16309023, 16310924), and Innovation and Technology Commission (ITC-CNERC14SC01).
Supported by: Research Grants Council of Hong Kong 16304322,16309023,16309722,16310924 Supported by: National Natural Science Foundation of China 22271242,22471232


Graphical Abstract

Abstract

A ruthenium-catalyzed selective synthesis of sterically hindered allylboranes is disclosed. Starting from readily available propargylic acetates, this process proceeded via initial reduction to the corresponding allenes followed by α-selective hydroboration. The choice of a suitable catalyst that can catalyze both steps is crucial to success. This process enjoys easy substrate preparation. It serves as a promising starting point for the further development into more practical synthesis of valuable hindered allylboranes.



Publication History

Received: 03 November 2025

Accepted after revision: 12 December 2025

Accepted Manuscript online:
12 December 2025

Article published online:
31 December 2025

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