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Iron‐Catalyzed Cycloisomerization and C−C Bond Activation to Access Non‐canonical Tricyclic Cyclobutanes

Cycloisomerizations are powerful skeletal rearrangements that allow the construction of complex molecular architectures in an atom‐economic way. We present here an unusual type of cyclopropyl enyne cycloisomerization that couples the process of a cycloisomerization with the activation of a C−C bond...

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Detalles Bibliográficos
Autores principales: Kramm, Frederik, Ullwer, Franziska, Klinnert, Benedict, Zheng, Min, Plietker, Bernd
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9546230/
https://www.ncbi.nlm.nih.gov/pubmed/35818786
http://dx.doi.org/10.1002/anie.202205169
Descripción
Sumario:Cycloisomerizations are powerful skeletal rearrangements that allow the construction of complex molecular architectures in an atom‐economic way. We present here an unusual type of cyclopropyl enyne cycloisomerization that couples the process of a cycloisomerization with the activation of a C−C bond in cyclopropanes. A set of substituted non‐canonical tricyclic cyclobutanes were synthesized under mild conditions using [(Ph(3)P)(2)Fe(CO)(NO)]BF(4) as catalyst in good to excellent yields with high levels of stereocontrol.