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Molbank, Volume 2025, Issue 1 (March 2025) – 1 article

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8 pages, 1262 KiB  
Communication
From Dienophiles to Dienes: Catalysis by Polystyrene-Supported Triphenylphosphine with Pentane-2,4-dione as Co-Catalyst
by Ludvik O. Espeland and Leiv K. Sydnes
Molbank 2025, 2025(1), M1944; https://doi.org/10.3390/M1944 (registering DOI) - 24 Dec 2024
Abstract
Three 1,1-diethoxyalk-3-yn-2-ones underwent isomerization and gave only the corresponding (3E,5E)-alkadienones in 72–87% yield when subjected to polystyrene-supported triphenylphosphine at 60 °C using acetylacetone as a co-catalyst. As a first step to make the dienes electron richer, the diethoxyacetyl moiety [...] Read more.
Three 1,1-diethoxyalk-3-yn-2-ones underwent isomerization and gave only the corresponding (3E,5E)-alkadienones in 72–87% yield when subjected to polystyrene-supported triphenylphosphine at 60 °C using acetylacetone as a co-catalyst. As a first step to make the dienes electron richer, the diethoxyacetyl moiety was reduced with sodium borohydride under Luche conditions and afforded the corresponding alcohols, with a 92% yield in the best case. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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