Evidence map›Paper›PMID 31970985›Full record

ArticleThe Journal of organic chemistry2020

Stereoselective Synthesis of Baulamycin A.

Jonathan R Thielman, David H Sherman, Robert M Williams

Open access · greenAbstract read
In one paragraph

Article in The Journal of organic chemistry, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing papers in PubMed
0.9field-weighted citation impact, top 27% of its field
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

2 citing papers in PubMed, 10 citations in OpenAlex.

  1. Article
  2. Criegee Intermediates Beyond Ozonolysis: Synthetic and Mechanistic Insights.Angewandte Chemie (International ed. in English) · 2021
    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

3 authors at 3 institutions in 1 country.

Jonathan R ThielmanDepartment of Chemistry, Colorado State University, Fort Collins, Colorado 80523, United States.ORCID 0000-0002-8677-5071
David H ShermanLife Sciences Institute, University of Michigan, Ann Arbor, Michigan 48109, United States.ORCID 0000-0001-8334-3647
Robert M WilliamsDepartment of Chemistry, Colorado State University, Fort Collins, Colorado 80523, United States.ORCID 0000-0001-9063-1284
Colorado State University · USUniversity of Colorado Cancer Center · USUniversity of Michigan · US

Funding

TOTAL SYNTHESIS AND BIOSYNTHESIS OF BIOACTIVE SUBSTANCESR01CA070375 · NCI · COLORADO STATE UNIVERSITY-FORT COLLINS · PI SHERMAN, DAVID H, WILLIAMS, ROBERT MICHAEL · 1997 to 2018
$4.4M
Discovery and Characterization of Natural Product Systems-Research Supplement to Promote DiversityR35GM118101 · NIGMS · UNIVERSITY OF MICHIGAN AT ANN ARBOR · PI SHERMAN, DAVID H · 2016 to 2025
$3.3M
NCI NIH HHS R01 CA070375NIGMS NIH HHS R35 GM118101
6 · The paper itself

Abstract

New structural classes of antibiotics are rare, structurally novel broad-spectrum antibiotics exceptionally so. The recently discovered baulamycins constitute a remarkable example of these highly prized compounds and, as such, have attracted considerable attention in the form of both synthetic efforts and biological studies. For the first time, we report a gram-scale preparation of the common carbon framework of the baulamycin family, as well as the total synthesis of its most potent member, baulamycin A. Our approach employs highly stereoselective, catalyst-controlled asymmetric conjugate additions to thioesters to set key stereocenters, as well as the first reported use of "dry ozonolysis" to reveal a masked carboxylic acid in the total synthesis of a natural product.

Indexed as

Fatty AlcoholsResorcinolsMolecular StructureStereoisomerismbaulamycin AFatty AlcoholsResorcinols

Identifiers

PMID31970985
PMCPMC7271067
OpenAlexW3002071332

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.