Work

Enantioselective S‐Alkylation of Sulfenamides With Copper‐Catalyzed Amino‐Radical‐Transfer Deboronation

Year: 2026

Type: article

Abstract: ABSTRACT This work reports a copper‐catalyzed enantioselective S‐alkylation of sulfenamides enabled by an amino‐radical‐transfer deboronation pathway. Chiral sulfilimines are obtained in high yields (up to 95%) and enantioselectivities (up to 98% ee) under mild conditions. An isomerizable bis(oxazoline) ligand bearing a bridging CH 2 unit is identified as the key factor for both reactivity and stereoselectivity in the copper‐catalyzed radical‐relay coupling with sulfenamides. The method offers a general platform for accessing enantioenriched S(IV) architectures with aliphatic substituents and demonstrates strong potential for applications in medicinal chemistry.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.6304086

Authors: Ke Wang, Yu Qi, Menghui Ding, Qi Tang, Xiaodong Shi, Xiaohan Ye

Institutions: Shandong University, University of Maryland, College Park

Language: English

Topic: Sulfur-Based Synthesis Techniques

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: Shandong University, Natural Science Foundation of Shandong Province

Awards: G1637765100, G4946631438