Evidence map›Paper›PMID 42249115›Full record

ArticleNature chemistry2026

Catalytic endo-stereoselective [2+2] cycloaddition of norbornadienes with internal alkynes.

Longji Dai, Gufeng Yin, Zekun Tuo, Zhichao Chang, Xinye Xia, Zhongjin Zuo, Yongchun Hu, Shuangshuang Li, Shugen Kuang, Yunfei Lai and 5 more

Abstract read
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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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PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

15 authors.

Longji Dai *Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education of China, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, and Key Laboratory of Phytochemical R&D of Hunan Province, Hunan Normal University, Changsha, China.
Gufeng Yin *Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education of China, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, and Key Laboratory of Phytochemical R&D of Hunan Province, Hunan Normal University, Changsha, China.
Zekun Tuo *Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education of China, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, and Key Laboratory of Phytochemical R&D of Hunan Province, Hunan Normal University, Changsha, China.
Zhichao Chang *Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education of China, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, and Key Laboratory of Phytochemical R&D of Hunan Province, Hunan Normal University, Changsha, China.
Xinye XiaKey Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education of China, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, and Key Laboratory of Phytochemical R&D of Hunan Province, Hunan Normal University, Changsha, China.
Zhongjin ZuoKey Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education of China, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, and Key Laboratory of Phytochemical R&D of Hunan Province, Hunan Normal University, Changsha, China.
Yongchun HuKey Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education of China, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, and Key Laboratory of Phytochemical R&D of Hunan Province, Hunan Normal University, Changsha, China.
Shuangshuang LiKey Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education of China, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, and Key Laboratory of Phytochemical R&D of Hunan Province, Hunan Normal University, Changsha, China.
Shugen KuangKey Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education of China, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, and Key Laboratory of Phytochemical R&D of Hunan Province, Hunan Normal University, Changsha, China.
Yunfei LaiKey Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education of China, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, and Key Laboratory of Phytochemical R&D of Hunan Province, Hunan Normal University, Changsha, China.
Tzumei WangState Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, China.
Chao WangState Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, China.
Chong QinKey Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy and Center for Targeted Protein Degradation and Drug Discovery, Ocean University of China, China and Laboratory for Marine Drugs and Bioproducts, Pilot National Laboratory for Marine Science and Technology, Qingdao, China.
Xinyao LiDepartment of Chemistry, College of Sciences, Shanghai Engineering Research Center of Organ Repair, Shanghai University, Shanghai, China.ORCID http://orcid.org/0000-0001-5230-782X
Wang ZhouKey Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education of China, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, and Key Laboratory of Phytochemical R&D of Hunan Province, Hunan Normal University, Changsha, China. wzhou@hunnu.edu.cn.ORCID http://orcid.org/0000-0001-8629-086X

Funding

National Natural Science Foundation of China (National Science Foundation of China) 22071051National Natural Science Foundation of China (National Science Foundation of China) 22571188
6 · The paper itself

Abstract

Facial stereoselective transformations of bicyclic compounds offer streamlined access to conformationally constrained scaffolds that are valuable in catalysis, materials science and drug discovery. Owing to the higher electron density of the highest occupied molecular orbital on the exo-face, norbornadiene (NBD), a typical bicyclic molecule, undergoes most reactions on its more accessible exo-face, whereas reactions on the endo-face remain underdeveloped. Here we report a nickel(0)-catalysed endo-stereoselective [2+2] cycloaddition of NBDs with unactivated internal alkynes, enabled by ligand-mediated facial differentiation of NBDs and nickel-controlled configuration of a key intermediate. This method provides an expedient pathway to important scaffolds, including endo-tricyclononadienes and substituted homocubanes, with excellent atom economy. The utility of this scalable reaction is demonstrated through applications of the products in asymmetric catalysis and in the synthesis of drug analogues.

Identifiers

PMID42249115

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.