Evidence map›Paper›PMID 31624212›Full record

ArticleScience (New York, N.Y.)2019

Light

Nick Y Shin, Jonathan M Ryss, Xin Zhang, Scott J Miller, Robert R Knowles

Abstract read
In one paragraph

Article in Science (New York, N.Y.), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 86 papers.

0numbers the graph read from it
0cells of the map it votes in
86citing 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

86 citing papers in PubMed.

  1. Article
  2. Light-Driven Epimerization: Diastereoconvergent Synthesis of [Angewandte Chemie (International ed. in English) · 2026
    Article
  3. Article
  4. Catalytic Asymmetric Hydration of Alkenes.Journal of the American Chemical Society · 2026
    Article
  5. Article
  6. High-Fidelity Transfer of Chiral Sulfonimidoyl Radicals.Journal of the American Chemical Society · 2026
    Article
  7. Review
  8. Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. Article
  15. Review
  16. Article
  17. Article
  18. Article
  19. Article
  20. Review

26 more citing papers are in PubMed but not listed here.

4 · The record

Corrections and comments

5 · Who and what money

Authors and funding

5 authors.

Nick Y ShinDepartment of Chemistry, Princeton University, Princeton, NJ 08544, USA.ORCID 0000-0003-3132-502X
Jonathan M RyssDepartment of Chemistry, Yale University, New Haven, CT 06520, USA.ORCID 0000-0002-8109-2415
Xin ZhangDepartment of Chemistry, Princeton University, Princeton, NJ 08544, USA.ORCID 0000-0001-5019-5545
Scott J MillerDepartment of Chemistry, Yale University, New Haven, CT 06520, USA. rknowles@princeton.edu scott.miller@yale.edu.ORCID 0000-0001-7817-1318
Robert R KnowlesDepartment of Chemistry, Princeton University, Princeton, NJ 08544, USA. rknowles@princeton.edu scott.miller@yale.edu.ORCID 0000-0003-1044-4900

Funding

Site-Selective Catalysis for Bioactive Scaffold DiversificationR35GM132092 · NIGMS · YALE UNIVERSITY · PI Scott J Miller · 2019 to 2026
$6.3M
Development of Novel Catalytic and Enantioselective Reactions of Radical CationsR01GM120530 · NIGMS · PRINCETON UNIVERSITY · PI KNOWLES, ROBERT R · 2016 to 2019
$1.2M
NIGMS NIH HHS R01 GM120530NIGMS NIH HHS R35 GM132092
6 · The paper itself

Abstract

Deracemization is an attractive strategy for asymmetric synthesis, but intrinsic energetic challenges have limited its development. Here, we report a deracemization method in which amine derivatives undergo spontaneous optical enrichment upon exposure to visible light in the presence of three distinct molecular catalysts. Initiated by an excited-state iridium chromophore, this reaction proceeds through a sequence of favorable electron, proton, and hydrogen-atom transfer steps that serve to break and reform a stereogenic C-H bond. The enantioselectivity in these reactions is jointly determined by two independent stereoselective steps that occur in sequence within the catalytic cycle, giving rise to a composite selectivity that is higher than that of either step individually. These reactions represent a distinct approach to creating out-of-equilibrium product distributions between substrate enantiomers using excited-state redox events.

Indexed as

ElectronsLightCarbonCatalysisHydrogenOxidation-ReductionProtonsStereoisomerismUreaCarbonHydrogenProtonsUrea

Identifiers

PMID31624212
PMCPMC6939311

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

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.