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February 22, 2026European Journal of Organic Chemistry0 citationsOpen Access

Diselenide‐Catalyzed Asymmetric Allenylation of Alkynes

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RSRongyu SunEVEmilie ViaudMBMuriel Berlande

Key Points

  • The aim is to develop an asymmetric allenylation process using chiral diselenide catalysts.
  • Utilized chiral diselenide catalysts for reaction
  • Explored various bases and temperatures
  • Observed stereodivergency in the reaction mechanism
  • Trisubstituted allenylamides achieved moderate to good yields
  • Enantiomeric excesses reached up to 72%
  • Reaction conditions significantly influenced β-H elimination

Abstract

A method for the asymmetric allenylation of simple alkynes is described using chiral diselenide catalysts. Trisubstituted allenylamides were obtained in moderate to good yields with enantiomeric excesses up to 72%. Our results feature a stereodivergency of the reaction mechanism depending on the nature of the base and the temperature, which impacts the precise control of the β‐H elimination of the transient alkenylselenanes species.

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Cite This Study

Sun et al. (2026) studied this question.

synapsesocial.com/papers/699a9d8e482488d673cd3817https://doi.org/10.1002/ejoc.202501117
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