Synthesis of α-Ethylidene β-lactones via lactonization/1,3-H-transposition of α-vinyl-β-hydroxy acids.

Since their discovery, β-lactones have garnered significant interest due to their unique chemistry and bioactivity. Our ongoing synthesis and evaluation of β-lactones for biological activity have revealed that DIC lactonization of α-vinyl and α-ethynyl β-EWG- β-hydroxy acids results in 1,3-H transposition, leading to the formation of α-alkylidene and α-allene lactones, respectively. The straightforward synthesis of these compounds will enable us to explore their utility for further chemical transformations.

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Publication Details

Journal
ChemRxiv
Published
2025-08-31
DOI
https://doi.org/10.26434/chemrxiv-2025-6gcwx-v2
Primary Topic
Synthetic Organic Chemistry Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis of α-Ethylidene β-lactones via lactonization/1,3-H-transposition of α-vinyl-β-hydroxy acids.

Barnabas Otoo, Meklit Worku, Nick Griffin
ChemRxiv
Synthetic Organic Chemistry Methods
article

Synthesis of α-Ethylidene β-lactones via lactonization/1,3-H-transposition of α-vinyl-β-hydroxy acids.

Barnabas Otoo, Meklit Worku, Nick Griffin
article en

Abstract

Since their discovery, β-lactones have garnered significant interest due to their unique chemistry and bioactivity. Our ongoing synthesis and evaluation of β-lactones for biological activity have revealed that DIC lactonization of α-vinyl and α-ethynyl β-EWG- β-hydroxy acids results in 1,3-H transposition, leading to the formation of α-alkylidene and α-allene lactones, respectively. The straightforward synthesis of these compounds will enable us to explore their utility for further chemical transformations.

ChemRxiv
Bridgewater College (US)
National Science Foundation
Openalex Percentile: Top 83%
Synthetic Organic Chemistry Methods
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