On the Unexpected Formation of [2.2.1]- and [2.1.1]Homotriblattanes.

Adrian E Samkian, Hanh T Nguyen, Christopher D Vanderwal, Brian M Stoltz

Abstract read

In one paragraph

Article in Tetrahedron letters, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

0numbers the graph read from it

0cells of the map it votes in

0citing papers in PubMed

–field-weighted citation impact

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

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

0 citing papers in PubMed.

No citing paper in PubMed yet.

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

4 authors.

Adrian E SamkianWarren and Katharine Schlinger Laboratory of Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, MC 101-20, Pasadena, California 91125, United States.

Hanh T NguyenDepartment of Chemistry, 1102 Natural Sciences II, University of California, Irvine, California 92697, United States.

Christopher D VanderwalDepartment of Chemistry, 1102 Natural Sciences II, University of California, Irvine, California 92697, United States.

Brian M StoltzWarren and Katharine Schlinger Laboratory of Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, MC 101-20, Pasadena, California 91125, United States.

Funding

The Synthesis of Bioactive Natural Products as a Driving Force for Discovery in Organic ChemistryR35GM145239 · NIGMS · CALIFORNIA INSTITUTE OF TECHNOLOGY · PI BRIAN M STOLTZ · 2022 to 2026

$3.1M

Chemical Synthesis of Bioactive DiterpenoidsR35GM145252 · NIGMS · UNIVERSITY OF CALIFORNIA-IRVINE · PI Christopher D Vanderwal · 2022 to 2026

$2.1M

NIGMS NIH HHS R35 GM145239NIGMS NIH HHS R35 GM145252

6 · The paper itself

Abstract

A new class of polycyclic caged compounds, the [2.n.1]homotriblattanes, is described herein. These scaffolds are accessed through a concise, three-step sequence featuring an unexpected radical cyclization of α-bromocyclopropyl ketones. Their structures and stereochemical assignments were confirmed by a combination of 2D NMR and X-ray crystallography. DFT studies provide mechanistic insight into their formation and the side products formed en route. This study expands the known chemical space of polycyclic cages and offers a new entry point into highly complex 3-dimensional frameworks.

Indexed as

blocksCareneChiral buildingfragmentationRadical cascadeRingtriblattane

Identifiers

PMID40453693

DOI10.1016/j.tetlet.2025.155591

PMCPMC12121957

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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.