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

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Authors: Ke Wang, Yu Qi, Menghui Ding, Qi Tang, Xiaodong Shi, Xiaohan Ye
Cited by: 11
References: 45

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.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Radical Photochemical Reactions Sulfur-Based Synthesis Techniques

Publication details

Journal / source
Angewandte Chemie International Edition
Publisher
Wiley
Volume
65
Issue
13
Pages
e6304086–e6304086
Publication date
18 February 2026
Language
EN