Evidence map›Paper›PMID 42844376›Full record

ArticleNature chemistry2026

Orthogonal nucleophile-ordered assembly for modular access to enantiopure 1,2-amino alcohols.

Mengfu Dai, Tingrui Liu, Mengmeng Zhang, Leyang Zhang, Mingyue Zhang, Liangliang Song, Bingnan Du, Liang-An Chen

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Article in Nature chemistry, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

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3 · Its place in the literature

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4 · The record

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5 · Who and what money

Authors and funding

8 authors.

Mengfu Dai *State Key Laboratory of Microbial Technology, Jiangsu Collaborative Innovation Center of Biomedical Functional Materials, School of Chemistry and Materials Science, Nanjing Normal University, Nanjing, China.
Tingrui Liu *Jiangsu Basic Research Center for Synthetic Biology, School of Food Science and Pharmaceutical Engineering, Nanjing Normal University, Nanjing, China.
Mengmeng Zhang *State Key Laboratory of Microbial Technology, Jiangsu Collaborative Innovation Center of Biomedical Functional Materials, School of Chemistry and Materials Science, Nanjing Normal University, Nanjing, China.
Leyang ZhangState Key Laboratory of Microbial Technology, Jiangsu Collaborative Innovation Center of Biomedical Functional Materials, School of Chemistry and Materials Science, Nanjing Normal University, Nanjing, China.
Mingyue ZhangState Key Laboratory of Microbial Technology, Jiangsu Collaborative Innovation Center of Biomedical Functional Materials, School of Chemistry and Materials Science, Nanjing Normal University, Nanjing, China.
Liangliang SongState Key Laboratory of Microbial Technology, Jiangsu Collaborative Innovation Center of Biomedical Functional Materials, School of Chemistry and Materials Science, Nanjing Normal University, Nanjing, China. liangliangsong@njnu.edu.cn.ORCID http://orcid.org/0000-0003-1934-5132
Bingnan DuJiangsu Basic Research Center for Synthetic Biology, School of Food Science and Pharmaceutical Engineering, Nanjing Normal University, Nanjing, China. bn.du@njnu.edu.cn.ORCID http://orcid.org/0000-0001-5503-3916
Liang-An ChenState Key Laboratory of Microbial Technology, Jiangsu Collaborative Innovation Center of Biomedical Functional Materials, School of Chemistry and Materials Science, Nanjing Normal University, Nanjing, China. lachen@njnu.edu.cn.ORCID http://orcid.org/0000-0003-3423-3390

Funding

National Natural Science Foundation of China (National Science Foundation of China) 22071111
6 · The paper itself

Abstract

The programmed assembly of multiple common chemicals with minimal reactivity differences into complex chiral architectures with high selectivity is a long-standing challenge in synthetic chemistry. Here we report a palladium-catalysed orthogonal multicomponent strategy that enables the sequential incorporation of two native N-H/O-H nucleophiles with similar reactivity into propargylic carbonates through a nucleophile-ordered assembly. Leveraging the tandem reactivity of the propargyl-palladium complex, this system functions as a sorting mechanism: stronger nucleophiles undergo outer-sphere addition to the propargyl-palladium intermediate, while weaker nucleophiles, guided by superior coordinating affinity, selectively attack the resulting allyl-palladium species through an inner-sphere mechanism. This strategy enables the precise recognition and ordered incorporation of diverse native nucleophile pairs, providing a platform and modular access to valuable chiral 1,2-amino alcohols and 1,2-diols with exceptional regio-, chemo-, Z- and enantiocontrol. This work demonstrates how subtle reactivity differences can be systematically harnessed for programmable complex synthesis from fundamental feedstocks.

Identifiers

PMID42844376

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