Evidence map›Paper›PMID 39502501›Full record

ArticleSynlett : accounts and rapid communications in synthetic organic chemistry2024

Acetal Substitution Reactions: Stereoelectronic Effects, Conformational Analysis, Reactivity vs. Selectivity, and Neighboring-Group Participation.

Yuge Chun, Khoi B Luu, K A Woerpel

Abstract read
In one paragraph

Article in Synlett : accounts and rapid communications in synthetic organic chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing 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

8 citing papers in PubMed.

  1. Article
  2. Conformationally constrained glycosyl fluoride donors enable chemoselective glycosylation.Organic chemistry frontiers : an international journal of organic chemistry · 2026
    Article
  3. Article
  4. Photocatalytic construction ofChemical science · 2026
    Article
  5. Article
  6. Article
  7. Article
  8. 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

3 authors.

Yuge ChunDepartment of Chemistry, New York University, 100 Washington Square East, New York, NY 10003 USA.
Khoi B LuuDepartment of Chemistry, New York University, 100 Washington Square East, New York, NY 10003 USA.
K A WoerpelDepartment of Chemistry, New York University, 100 Washington Square East, New York, NY 10003 USA.

Funding

Stereoselective Reactions of Oxocarbenium Ions and Related IntermediatesR35GM148203 · NIGMS · NEW YORK UNIVERSITY · PI KEITH ALLEN WOERPEL · 2023 to 2026
$1.9M
NIGMS NIH HHS R35 GM148203
6 · The paper itself

Abstract

Acetal substitution reactions can proceed by a number of mechanisms, but oxocarbenium ion intermediates are involved in many of these reactions. Our research has focused on understanding the conformational preferences, structures, and reactions of these intermediates. This Account summarizes our observations that electrostatic effects play a significant role in defining the preferred conformations, and that torsional effects determine how those intermediates react. Neighboring-group effects are not as straightforward as they might seem, considering that oxocarbenium ion intermediates are in equilibrium with structures that involve stabilization by a nearby substituent.

Indexed as

acetalsaddition to carbonyl compoundsenolatesneighboring-group effectsoxocarbenium ionstereochemical model

Identifiers

PMID39502501
PMCPMC11534297

What OpenQuestion holds

Textmetadata
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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.