Photocatalytic delayed hydration by alkene-alkene coupling: Modular access to highly substituted γ- and δ-lactones.

Yu-Feng Ren, Jin-Kui Chen, Xiao-Yi Chen, Hai-Wu Du, Qiong Yu, Wei Shu

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Article in Science advances, 2025. 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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6 authors.

Yu-Feng RenShenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Shenzhen Grubbs Institute, Department of Chemistry, and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, Guangdong, P. R. China.ORCID 0000-0002-5254-3360

Jin-Kui ChenShenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Shenzhen Grubbs Institute, Department of Chemistry, and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, Guangdong, P. R. China.

Xiao-Yi ChenShenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Shenzhen Grubbs Institute, Department of Chemistry, and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, Guangdong, P. R. China.ORCID 0009-0006-9384-6321

Hai-Wu DuShenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Shenzhen Grubbs Institute, Department of Chemistry, and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, Guangdong, P. R. China.

Qiong YuShenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Shenzhen Grubbs Institute, Department of Chemistry, and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, Guangdong, P. R. China.

Wei ShuShenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Shenzhen Grubbs Institute, Department of Chemistry, and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, Guangdong, P. R. China.ORCID 0000-0003-0890-2634

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

γ- and δ-lactones are important core structures in a wide range of natural products and bioactive molecules. However, a gap remains for rapid access to γ- and δ-lactones from easily available and simple starting materials with tunability for substitution patterns. Here, a photocatalytic "streamlined sew" strategy of two alkenes with water for the synthesis of γ- and δ-lactones by a [1 + 2 + 2] or [1 + 2 + 3] cyclization has been developed. The reaction features the delayed hydration of alkenes by differentiating different alkyl radicals to undergo chemo- and regioselective alkene-alkene cross-coupling. Notably, styrenes, tetra-, tri-, and disubstituted aliphatic alkenes are tolerated in the reaction, allowing for rapid and modular assembly of γ- and δ-lactones from two alkenes in the presence of water.

Identifiers

PMID41223268

DOI10.1126/sciadv.aea1708

PMCPMC12609053

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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.