Stereocontrolled entry to borylated piperidines

Laxman D Khalse, William DeSnoo, Yin-Peng Lou, Dean J Tantillo, Zackaria Nairoukh

Abstract read

In one paragraph

Article in Chemical science, 2026. 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

5 authors.

Laxman D KhalseInstitute of Chemistry, Casali Center of Applied Chemistry, The Hebrew University of Jerusalem Jerusalem 9190401 Israel z.nairoukh@mail.huji.ac.il.

William DeSnooDepartment of Chemistry, University of California-Davis Davis California 95616 USA djtantillo@ucdavis.edu.

Yin-Peng LouInstitute of Chemistry, Casali Center of Applied Chemistry, The Hebrew University of Jerusalem Jerusalem 9190401 Israel z.nairoukh@mail.huji.ac.il.

Dean J TantilloDepartment of Chemistry, University of California-Davis Davis California 95616 USA djtantillo@ucdavis.edu.ORCID https://orcid.org/0000-0002-2992-8844

Zackaria NairoukhInstitute of Chemistry, Casali Center of Applied Chemistry, The Hebrew University of Jerusalem Jerusalem 9190401 Israel z.nairoukh@mail.huji.ac.il.ORCID https://orcid.org/0000-0001-8443-4292

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

We disclose a stepwise dearomative carboboration that converts pyridine precursors into substituted borylated piperidines with excellent site-, regio-, and diastereocontrol. In this strategy, pyridines are first converted to 1,2-dihydropyridines by regioselective nucleophilic dearomatization, and the resulting dihydropyridines undergo Pd-catalyzed carboboration with diverse alkenyl triflates and diboron reagents. Computational analysis supports a non-classical activation mode of diboron that involves oxidative addition to palladium to access a transient Pd(iv) intermediate and identifies the features that control selectivity. Downstream derivatizations of the boronate handle highlight the synthetic versatility of the products.

Identifiers

PMID42630607

DOI10.1039/d6sc05138c

PMCPMC13494829

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LicenceCC BY-NC

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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.