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December 10, 2025Science AdvancesOpen Access

Outcompeting hydrofunctionalization: Asymmetric remote substitution of alkynes

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Authors

YSYi-Xiao ShenCMChao MaGLGuo‐Qiang Lin

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Overview

The study demonstrates enhanced regioselectivity and enantioselectivity in alkyne substitution, suggesting a new catalytic cycle involving Pd and organocatalysts.

Key Points

  • This research aims to explore a new method for asymmetric remote substitution of alkynes, focusing on selectivity and inhibition of hydrofunctionalization.
  • Development of a protocol using Pd/amine catalysis for alkyne substitution
  • Utilization of modified diamine organocatalysts to achieve high selectivity
  • Scale-up tests and various derivatizations to test reliability
  • Achieved high regioselectivity and enantioselectivity in the substitution reaction
  • Completely inhibited the competitive hydrofunctionalization process
  • Identified a crucial 1,3-diene intermediate and a complex redox pathway in the catalytic cycle

Cite This Study

Shen et al. (2025) studied this question.

synapsesocial.com/papers/69401d542d562116f28f8914https://doi.org/10.1126/sciadv.aeb0726
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