Evidence map›Paper›PMID 41839857›Full record

ArticleNature communications2026

Ynimines as versatile precursors to 2-imido- and 2-amido-1,3-dienes for stereodivergent diels-alder reactions.

Ruijia Wang, Xin-Qi Zhu, Maël Djaïd, Rémi Lavernhe, Qian Wang, Jieping Zhu

Abstract read
In one paragraph

Article in Nature communications, 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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0citing papers 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

Who cites it

0 citing papers in PubMed.

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4 · The record

Corrections and comments

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

6 authors.

Ruijia WangSchool of Pharmacy, Hunan University of Chinese Medicine, Changsha, China.
Xin-Qi ZhuLaboratory of Synthesis and Natural Products (LSPN), Institute of Chemical Sciences and Engineering Ecole Polytechnique Fédérale de Lausanne, EPFL-SB-ISIC-LSPN, BCH 5304, 1015, Lausanne, Switzerland.ORCID http://orcid.org/0009-0006-7488-8251
Maël DjaïdLaboratory of Synthesis and Natural Products (LSPN), Institute of Chemical Sciences and Engineering Ecole Polytechnique Fédérale de Lausanne, EPFL-SB-ISIC-LSPN, BCH 5304, 1015, Lausanne, Switzerland.
Rémi LavernheLaboratory of Synthesis and Natural Products (LSPN), Institute of Chemical Sciences and Engineering Ecole Polytechnique Fédérale de Lausanne, EPFL-SB-ISIC-LSPN, BCH 5304, 1015, Lausanne, Switzerland.
Qian WangLaboratory of Synthesis and Natural Products (LSPN), Institute of Chemical Sciences and Engineering Ecole Polytechnique Fédérale de Lausanne, EPFL-SB-ISIC-LSPN, BCH 5304, 1015, Lausanne, Switzerland.
Jieping ZhuLaboratory of Synthesis and Natural Products (LSPN), Institute of Chemical Sciences and Engineering Ecole Polytechnique Fédérale de Lausanne, EPFL-SB-ISIC-LSPN, BCH 5304, 1015, Lausanne, Switzerland. jieping.zhu@epfl.ch.ORCID http://orcid.org/0000-0002-8390-6689

Funding

Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung (Swiss National Science Foundation) SNSF 20021-219764
6 · The paper itself

Abstract

In contrast to ynamides, whose chemistry has been extensively explored, ynimines remain underutilized in organic synthesis despite their rich functionalities. Here we report a general strategy to access 2-imido-1,3-dienes, synthetically challenging building blocks, through the reaction of ynimines with carboxylic acids. Leveraging this transformation, we develop a three-component reaction of ynimines, carboxylic acids and electron-deficient alkenes that enables the efficient synthesis of 1-imido-3,4-trans-disubstituted cyclohex-1-enes. The sequence proceeds via regioselective hydroacyloxylation and Mumm rearrangement to generate 2-imido-1,3-dienes, which undergo Diels-Alder cycloadditions. An intramolecular variant furnishes trans-fused tricyclic architectures reminiscent of trans-Δ⁹-tetrahydrocannabinol. Chemoselective hydrolysis further converts 2-imido-1,3-dienes into 2-amido-1,3-dienes, enabling chiral squaramide-catalysed enantioselective Diels-Alder reactions to afford 1-amido-3,4-cis-disubstituted cyclohex-1-enes with high stereocontrol. Distinct concerted and stepwise cycloaddition pathways rationalize the observed stereodivergence.

Identifiers

PMID41839857
PMCPMC13139502

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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.