PulseExploreJournal ClubDebatesTrendingResearchersJournals
Instagram
HomeExploreJournal ClubTrending
Synapse
⌘+K
Synapse
October 5, 2025Angewandte Chemie International Edition9 citations

Regio‐, Stereo‐, and Enantioselective Copper‐Catalyzed Allylation of Sulfinylamines with Allenes

View Full Paper
JZJie ZhuJZJing ZhaoSMShengming Ma

Key Points

  • A versatile strategy enables the synthesis of S-chirogenic allyl sulfinamides efficiently.
  • Utilizing copper salts and chiral ligands provides excellent enantioselectivity in product formation.
  • Comprehensive studies reveal key factors that influence reaction pathways and overall selectivity.
  • This methodology highlights the potential of sulfur stereocenters in organic synthesis applications.

Abstract

Abstract Sulfinamides, pivotal scaffolds in modern organic synthesis, have undergone a continuous evolution of synthetic methodologies over the past century, yet the precise construction of sulfur stereocenters remains a significant synthetic challenge. Herein, we report a versatile catalytic asymmetric strategy for the synthesis of S‐chirogenic allyl sulfinamides through the direct allylation of sulfinylamines with allenes. Our methodology employs a catalytic system comprising copper salts, hydrosilanes, and readily accessible chiral ligands, which facilitates the in situ generation of organocopper surrogates via hydrocupration of allenes. This approach demonstrates remarkable substrate scope and excellent regio‐, stereo‐, and enantioselectivity across a diverse array of sulfinamide products. Comprehensive mechanistic investigations, including detailed experimental studies and computational analyses, have been conducted to elucidate the reaction pathway and identify the key factors governing enantioselectivity.

Ask AI
Helpful
Bookmark
Share
View Full Paper

Cite This Study

Zhu et al. (2025) studied this question.

synapsesocial.com/papers/68e24e60d6d66a53c247327bhttps://doi.org/10.1002/anie.202515183
Ask AI
Helpful
Bookmark
Share
View Full Paper