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

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… Click to show full 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.

Keywords: cyclopropenes dienes; catalyzed isomerization; isomerization cyclopropenes; platinum catalyzed

Journal Title: Helvetica Chimica Acta
Year Published: 2024

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