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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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:
Communications
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
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author Kramm, Frederik
Ullwer, Franziska
Klinnert, Benedict
Zheng, Min
Plietker, Bernd
author_facet Kramm, Frederik
Ullwer, Franziska
Klinnert, Benedict
Zheng, Min
Plietker, Bernd
author_sort Kramm, Frederik
collection PubMed
description 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.
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spelling pubmed-95462302022-10-14 Iron‐Catalyzed Cycloisomerization and C−C Bond Activation to Access Non‐canonical Tricyclic Cyclobutanes Kramm, Frederik Ullwer, Franziska Klinnert, Benedict Zheng, Min Plietker, Bernd Angew Chem Int Ed Engl Communications 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. John Wiley and Sons Inc. 2022-08-08 2022-09-19 /pmc/articles/PMC9546230/ /pubmed/35818786 http://dx.doi.org/10.1002/anie.202205169 Text en © 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Kramm, Frederik
Ullwer, Franziska
Klinnert, Benedict
Zheng, Min
Plietker, Bernd
Iron‐Catalyzed Cycloisomerization and C−C Bond Activation to Access Non‐canonical Tricyclic Cyclobutanes
title Iron‐Catalyzed Cycloisomerization and C−C Bond Activation to Access Non‐canonical Tricyclic Cyclobutanes
title_full Iron‐Catalyzed Cycloisomerization and C−C Bond Activation to Access Non‐canonical Tricyclic Cyclobutanes
title_fullStr Iron‐Catalyzed Cycloisomerization and C−C Bond Activation to Access Non‐canonical Tricyclic Cyclobutanes
title_full_unstemmed Iron‐Catalyzed Cycloisomerization and C−C Bond Activation to Access Non‐canonical Tricyclic Cyclobutanes
title_short Iron‐Catalyzed Cycloisomerization and C−C Bond Activation to Access Non‐canonical Tricyclic Cyclobutanes
title_sort iron‐catalyzed cycloisomerization and c−c bond activation to access non‐canonical tricyclic cyclobutanes
topic Communications
url 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
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