Stereodivergent Access to Aliphatic Nitro Compounds Bearing Multi‐Contiguous Stereocenters via Sequential Catalysis

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Authors: Jinghe Xie, Yi‐Ming Hou, Zhi‐Jie Wu, Chao Zheng, Shu‐Li You
Cited by: 2
References: 151

Abstract

Herein, we report a highly efficient synthesis of aliphatic nitro compounds bearing multi-contiguous stereocenters in good yields (up to 72%) with excellent diastereo- and enantio-selectivities (up to 12:1 dr, and >99% ee) by combining copper-catalyzed asymmetric conjugate addition of dialkylzinc reagents to nitroalkenes with iridium-catalyzed asymmetric allylic substitution reaction. Stereodivergent construction of nonadjacent stereocenters (1,3-positions) has been achieved by combining two chiral catalysts with different enantiomers. By first introducing a chiral center at the β-position of the nitro group, highly diastereoselective control has been achieved in iridium-catalyzed allylic substitution reaction of prochiral nitro compounds.

Fields of Study & Subjects

Asymmetric Synthesis and Catalysis Asymmetric Hydrogenation and Catalysis Catalytic C–H Functionalization Methods

Publication details

Journal / source
Advanced Science
Publisher
Wiley
Volume
13
Issue
14
Pages
e19142–e19142
Publication date
3 February 2026
Language
EN