Diastereodivergent Construction of Octahydrophenanthridinone and Octahydrophenanthridine Cores.

Chunzhao Sun, Hiromichi Nishikawa, Tsubasa Inokuma, Ken-Ichi Yamada

Abstract read

In one paragraph

Article in Molecules (Basel, Switzerland), 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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1 · What the graph read from it

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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

4 authors.

Chunzhao SunGraduate School of Pharmaceutical Sciences, Tokushima University, Shomachi 770-8505, Tokushima, Japan.

Hiromichi NishikawaGraduate School of Pharmaceutical Sciences, Tokushima University, Shomachi 770-8505, Tokushima, Japan.

Tsubasa InokumaGraduate School of Pharmaceutical Sciences, Tokushima University, Shomachi 770-8505, Tokushima, Japan.

Ken-Ichi YamadaGraduate School of Pharmaceutical Sciences, Tokushima University, Shomachi 770-8505, Tokushima, Japan.ORCID 0000-0002-4136-0761

Funding

Fugaku foundation Fugaku foundationhe Mochida Memorial Foundation for Medical and Pharmaceutical Research he Mochida Memorial Foundation for Medical and Pharmaceutical ResearchJapan Science and Technology Agency JPMJFS2130Japan Science Society Sasakawa Scientific Research GrantJapan Society for the Promotion of Science JP24H01320SGH foundation SGH foundationTokushima University Research Clusters Program 2402001Tokushima University Research Clusters Program no. 2201004

6 · The paper itself

Abstract

Diastereodivergent synthesis of octahydrophenanthridinone and octahydrophenanthridine skeletons, structural motifs often found in biologically active natural products, is described. We previously reported a total synthesis of a pancratistatin analog using novel octahydrophenanthridinone construction. In this study, we examined the generality of our method and its extension to octahydrophenanthridine formation. Conjugate addition of diarylcuprates to nitrosocyclohexenes, which were generated in situ from 2-chlorocyclohexanone oximes, provided 2-arylcyclohexanone oximes. Subsequent reduction of the oxime moiety gave

Indexed as

alkaloidarylationoctahydrophenanthridineoctahydrophenanthridinoneorganocupratereductionstereodivergent synthesis

Identifiers

PMID39860238

DOI10.3390/molecules30020371

PMCPMC11767715

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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.