Construction of N–N Atropisomers Bearing Multiple Stereocenters via Desymmetrization of Indole-Derived Maleimides

Organic Letters 2026

View at publisher
Authors: Pengfei Jia, Wenkai Li, Jiaru Liu, Yue Wang, Yongqiang Xu, Yuhan Zhou, Jingping Qü, Baomin Wang
DOI: 10.1021/acs.orglett.6c00568
Cited by: 3
References: 90

Abstract

N-N atropisomers have attracted considerable interest owing to their distinctive stereochemical properties and presence in various biologically active molecules and chiral catalysts. Herein, we report the desymmetrization of indole-derived maleimides via asymmetric Michael addition. This reaction simultaneously establishes N-N axial chirality and remote vicinal quaternary-tertiary stereocenters, delivering the corresponding products in excellent yield with high degrees of stereocontrol (up to 99% yield, up to 99% ee, >20:1 dr).

Fields of Study & Subjects

Axial and Atropisomeric Chirality Synthesis Synthesis and Properties of Aromatic Compounds Coordination Chemistry and Organometallics

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
14
Pages
4414–4420
Publication date
31 March 2026
Language
EN