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TANDEM CARBENE INSERTION SEMIPINACOL REARRANGEMENT OF 1-ALKYNYLCYCLOBUTENOLS - A FACILE SYNTHESIS OF 2-ALKENYL-4-CYCLOPENTENE-1,3-DIONES
Date
1994-02-25
Author
Zora, Metin
HERNDON, JAMES W
Metadata
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Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
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Reaction of chromium carbene complexes and 1-alkynylcyclobutenols leads to 2-alkenyl-4-cyclopentene-1,3-diones. Initial allkyne insertion affords a highly electrophilic carbene complex, which then undergoes an alkyl shift-ring expansion, ultimately producing 2-alkenyl-4-cyclopentene-1,3-diones.
Subject Keywords
Organic Chemistry
URI
https://hdl.handle.net/11511/34773
Journal
JOURNAL OF ORGANIC CHEMISTRY
DOI
https://doi.org/10.1021/jo00083a002
Collections
Department of Chemistry, Article