Evidence map›Paper›PMID 36302032›Full record

ArticleScience (New York, N.Y.)2022

Stereochemical editing logic powered by the epimerization of unactivated tertiary stereocenters.

Yu-An Zhang, Vignesh Palani, Alexander E Seim, Yong Wang, Kathleen J Wang, Alison E Wendlandt

Abstract read
In one paragraph

Article in Science (New York, N.Y.), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.

0numbers the graph read from it
0cells of the map it votes in
31citing 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

31 citing papers in PubMed.

  1. Article
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  10. Review
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  17. Article
  18. Photocatalyzed Epimerization of Quaternary Stereocenters.Journal of the American Chemical Society · 2025
    Article
  19. Photoenolization ofJournal of the American Chemical Society · 2025
    Article
  20. Article
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

6 authors.

Yu-An Zhang *Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.ORCID 0000-0002-4565-2809
Vignesh Palani *Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.ORCID 0000-0002-6340-7655
Alexander E SeimDepartment of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.
Yong WangDepartment of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.ORCID 0000-0003-0532-3530
Kathleen J WangDepartment of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.ORCID 0000-0001-6250-1909
Alison E WendlandtDepartment of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.ORCID 0000-0003-2970-9817

Funding

Late Stage Stereochemical Editing to Transform the Synthesis of Bioactive MoleculesDP2GM146248 · NIGMS · MASSACHUSETTS INSTITUTE OF TECHNOLOGY · PI WENDLANDT, ALISON · 2021 to 2024
$2.1M
NIGMS NIH HHS DP2 GM146248
6 · The paper itself

Abstract

The stereoselective synthesis of complex targets requires the precise orchestration of chemical transformations that simultaneously establish the connectivity and spatial orientation of desired bonds. In this work, we describe a complementary paradigm for the synthesis of chiral molecules and their isomers, which tunes the three-dimensional structure of a molecule at a late stage. Key to the success of this strategy is the development of a mild and highly general photocatalytic method composed of decatungstate polyanion and disulfide cocatalysts, which enable the interconversion of unactivated tertiary stereogenic centers that were previously configurationally fixed. We showcase the versatility of this method-and the implementation of stereoediting logic-by the rapid construction of chiral scaffolds that would be challenging to access using existing tools and by the late-stage stereoediting of complex targets.

Identifiers

PMID36302032
PMCPMC9974169

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Registered trials

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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.