Work

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

Year: 2026

Type: article

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.

Source: Advanced Science

DOI: 10.1002/advs.202519142

Authors: Jia‐Hao Xie, Yi‐Ming Hou, Zhi‐Jie Wu, Chao Zheng, Shu‐Li You

Institutions: Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, State Key Laboratory of Organometallic Chemistry

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $6,730

Funders: National Natural Science Foundation of China, Chinese Academy of Sciences, Ministry of Science and Technology of the People's Republic of China, Science and Technology Commission of Shanghai Municipality