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July 14, 2026Organic Letters

Palladium-Catalyzed Unsymmetrical bis-Allylation of Active Methylene Compounds Using Vinyl Sulfoxonium Ylides and Allyl Esters

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Authors

KBKrishnendu BarDGDinesh Kumar GopalakrishnanTKTarak Karmakar

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Overview

Randomized trial explores a new method for synthesizing unsymmetrical 1,6-dienes, indicating useful applications in organic chemistry.

Key Points

  • This study aims to develop a selective and efficient method for synthesizing unsymmetrical 1,6-dienes.
  • Palladium-catalyzed synthesis using vinyl sulfoxonium ylides and allyl esters.
  • Base-free conditions applied for the reactions.
  • Mechanistic studies provided insights into the reaction pathway.
  • Broad substrate scope achieved with moderate to good yields of unsymmetrical 1,6-dienes.
  • Identification of an ylide-derived allylic intermediate suggests a specific bis-allylation process.
  • Intramolecular variant highlighted a new cyclopropane-mediated decarboxylative allylation pathway.

Cite This Study

Bar et al. (2026) studied this question.

synapsesocial.com/papers/6a55d0f45aafca87247f8145https://doi.org/10.1021/acs.orglett.6c02527
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