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

Research output: Contribution to journal › Research article › Contributed › peer-review

Contributors

  • Frederik Kramm - , University of Stuttgart (Author)
  • Franziska Ullwer - , University of Stuttgart (Author)
  • Benedict Klinnert - , Chair of Organic Chemistry I, TUD Dresden University of Technology (Author)
  • Min Zheng - , Chair of Organic Chemistry I, University of Stuttgart, TUD Dresden University of Technology (Author)
  • Bernd Plietker - , Chair of Organic Chemistry I, University of Stuttgart, TUD Dresden University of Technology (Author)

Abstract

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 [(Ph3P)2Fe(CO)(NO)]BF4 as catalyst in good to excellent yields with high levels of stereocontrol.

Details

Original languageEnglish
Article numbere202205169
JournalAngewandte Chemie - International Edition
Volume61
Issue number38
Early online date12 Jul 2022
Publication statusPublished - 19 Sept 2022
Peer-reviewedYes

External IDs

PubMed 35818786
WOS 000837506000001
Mendeley e337355b-cf05-3e33-a8b4-fb97ecfecc5a
ORCID /0000-0001-8423-6173/work/142250827

Keywords

Research priority areas of TU Dresden

DFG Classification of Subject Areas according to Review Boards

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Keywords

  • Cyclobutanes, Cycloisomerization, Cyclopropanes, Iron Catalysis, Rearrangement, Iron, Catalysis, Cyclobutanes/chemistry, Cyclopropanes/chemistry

Library keywords