Evidence map›Paper›PMID 37294050›Full record

ArticleOrganic letters2024

Synthesis of Highly Substituted Aminotetrahydropyrans Enabled by Stereospecific Multivector C-H Functionalization.

Guowei Kang, Li-Jun Xiao, Kevin D Hesp, Chan Woo Huh, Yajing Lian, Paul Richardson, Daniel C Schmitt, Kai Hong, Jin-Quan Yu

Abstract read
In one paragraph

Article in Organic letters, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing 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

3 citing papers in PubMed.

  1. Conformation-driven C3-C(Nature catalysis · 2026
    Article
  2. Article
  3. Review
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

9 authors.

Guowei KangDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.ORCID 0000-0002-8334-0339
Li-Jun XiaoDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.ORCID 0000-0002-3998-3628
Kevin D HespTreeline Biosciences, 500 Arsenal St, second Floor, Watertown, Massachusetts 02472, United States.ORCID 0000-0002-3917-0547
Chan Woo HuhMedicine Design, Pfizer Inc., Groton, Connecticut 06340, United States.
Yajing LianMedicine Design, Pfizer Inc., Groton, Connecticut 06340, United States.
Paul RichardsonMedicine Design, Pfizer Inc., San Diego, California 92121, United States.ORCID 0000-0002-3700-8749
Daniel C SchmittMedicine Design, Pfizer Inc., Groton, Connecticut 06340, United States.ORCID 0000-0001-8786-9507
Kai HongDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.ORCID 0000-0001-7341-4931
Jin-Quan YuDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.ORCID 0000-0003-3560-5774

Funding

Ligand-promoted Enantioselective C-H Activation ReactionsR01GM084019 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI YU, JIN-QUAN · 2008 to 2024
$9.5M
NIGMS NIH HHS R01 GM084019
6 · The paper itself

Abstract

Highly substituted aminotetrahydropyrans were synthesized via sequential C-H functionalizations. The process was initiated with a Pd(II)-catalyzed stereoselective γ-methylene C-H arylation of aminotetrahydropyran, followed by α-alkylation or arylation of the corresponding primary amine. The initial γ-C-H (hetero)arylation was compatible with a range of aryl iodides containing various substituents and provided the corresponding products in moderate to good yields. The subsequent α-alkylation or arylation of the isolated arylated products proceeded with high diastereoselectivity to afford value-added disubstituted aminotetrahydropyrans.

Identifiers

PMID37294050
PMCPMC11161171

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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.