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

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

PMC · DOI: 10.1002/advs.202519142 · Advanced Science · 2026-02-03

## TL;DR

This paper presents a new method to efficiently create complex aliphatic nitro compounds with multiple adjacent stereocenters using sequential catalysis.

## Contribution

The novel approach combines copper and iridium catalysis to achieve stereodivergent synthesis of nonadjacent stereocenters.

## Key findings

- The synthesis achieves good yields (up to 72%) with excellent selectivity (12:1 dr, >99% ee).
- Nonadjacent stereocenters at 1,3-positions are constructed using two chiral catalysts with different enantiomers.
- Diastereoselective control is achieved by first introducing a chiral center at the β-position of the nitro group.

## 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.

Herein, we report a highly efficient synthesis of aliphatic nitro compounds bearing multi‐contiguous stereocenters in good yields with excellent diastereo‐ and enantio‐selectivities 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.

## Full-text entities

- **Chemicals:** Aliphatic Nitro Compounds (-), iridium (MESH:D007495), copper (MESH:D003300), nitro compounds (MESH:D009574)

## Full text

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## Figures

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## References

172 references — full list in the complete paper: https://tomesphere.com/paper/PMC12970203/full.md

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Source: https://tomesphere.com/paper/PMC12970203