Evidence map›Paper›PMID 39561401›Full record

ArticleOrganic letters2024

Stereo- and Enantioselective Syntheses of 1,2-Oxaborinan-3-enes and δ-Boryl-Substituted Homoallylic Alcohols.

Zheye Zhang, Ming Chen

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 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

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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

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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.

  1. Review
  2. Asymmetric Ketone Diene Coupling via Stereodivergent Copper Catalysis.Journal of the American Chemical Society · 2026
    Article
4 · The record

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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

2 authors.

Zheye ZhangDepartment of Chemistry, Virginia Tech, Blacksburg, Virginia 24061, United States.
Ming ChenDepartment of Chemistry, Virginia Tech, Blacksburg, Virginia 24061, United States.ORCID 0000-0002-9841-8274

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Stereo- and enantioselective syntheses of 1,2-oxaborinan-3-enes and δ-boryl-substituted homoallylic alcohols are reported. We developed a practical approach to synthesize α-boryl-substituted allylboronate. This reagent was utilized to generate α,α-disubstituted allylboronates, and such reagents cannot be accessed via the Pd-catalyzed alkene isomerization approach. Chiral Brønsted-acid-catalyzed aldehyde addition with these reagents gave 1,2-oxaborinan-3-enes with excellent stereo- and enantioselectivities. Lewis-acid-catalyzed aldehyde addition also worked well, affording δ-boryl-substituted homoallylic alcohols with high stereoselectivities. The enantioselective variant of the reaction was achieved via a chiral Brønsted-acid-catalyzed aldehyde addition and Pd-catalyzed alkene isomerization approach.

Identifiers

PMID39561401
PMCPMC11613688

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