Platinum‐Catalyzed Isomerization of Cyclopropenes to 1,3‐Dienes

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Abstract: Herein we report a platinum‐catalyzed isomerization of cyclopropenes to 1,3‐dienes. Diverse dienylated alcohols were obtained in 42–98 % yield. The synthetic potential of the products was demonstrated by their use in Diels–Alder cycloadditions with various dienophiles. Isotope labelling studies provide strong support for a mechanism involving pericyclic [1,5]‐σ‐bond rearrangement of a vinyl platinum carbene intermediate.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Platinum‐Catalyzed Isomerization of Cyclopropenes to 1,3‐Dienes ; day:16 ; month:08 ; year:2024 ; extent:7
Helvetica chimica acta ; (16.08.2024) (gesamt 7)

Creator: Smyrnov, Vladyslav
Homassel, Antonin
Choudhury, Leander
Waser, Jerome

DOI: 10.1002/hlca.202400105

URN: urn:nbn:de:101:1-2408161423276.518895650628

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 14.08.2025, 10:51 AM CEST

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Smyrnov, Vladyslav
Homassel, Antonin
Choudhury, Leander
Waser, Jerome

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Platinum‐Catalyzed Isomerization of Cyclopropenes to 1,3‐Dienes

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Other Objects (12)

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Effect of External Surface Diffusion Barriers on Platinum/Beta‐Catalyzed Isomerization of n ‐Pentane

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Nickel-Catalyzed Enantioselective Hydroalkylation of 1,3-Dienes

Nickel-Catalyzed Enantioselective Hydroamination of Branched 1,3-Dienes

Tungsten-Catalyzed Alkene Isomerization/Hydrocarbonylative Cyclization

Palladium-Catalyzed Enantioselective 1,2-Difunctionalization of 1,3-Dienes

Squalene-Hopene cyclase catalyzed isomerization of monoterpenes

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Regio‐ and Stereo‐Selective Isomerization of Borylated 1,3‐Dienes Enabled by Selective Energy Transfer Catalysis

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Rhodium-Catalyzed Hydrothiolation of 1,3-Dienes

Effect of External Surface Diffusion Barriers on Platinum/Beta‐Catalyzed Isomerization of n ‐Pentane

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Nickel-Catalyzed Enantioselective Hydroalkylation of 1,3-Dienes

Nickel-Catalyzed Enantioselective Hydroamination of Branched 1,3-Dienes

Tungsten-Catalyzed Alkene Isomerization/Hydrocarbonylative Cyclization

Palladium-Catalyzed Enantioselective 1,2-Difunctionalization of 1,3-Dienes

Squalene-Hopene cyclase catalyzed isomerization of monoterpenes

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Regio‐ and Stereo‐Selective Isomerization of Borylated 1,3‐Dienes Enabled by Selective Energy Transfer Catalysis

Regio‐ and Stereo‐Selective Isomerization of Borylated 1,3‐Dienes Enabled by Selective Energy Transfer Catalysis

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Nickel-Catalyzed Enantioselective Hydroamination of Branched 1,3-Dienes

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Palladium-Catalyzed Enantioselective 1,2-Difunctionalization of 1,3-Dienes

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Regio‐ and Stereo‐Selective Isomerization of Borylated 1,3‐Dienes Enabled by Selective Energy Transfer Catalysis

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