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

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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

Citation Formats

M. Zora and J. W. HERNDON, “TANDEM CARBENE INSERTION SEMIPINACOL REARRANGEMENT OF 1-ALKYNYLCYCLOBUTENOLS - A FACILE SYNTHESIS OF 2-ALKENYL-4-CYCLOPENTENE-1,3-DIONES,” JOURNAL OF ORGANIC CHEMISTRY, vol. 59, no. 4, pp. 699–701, 1994, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/34773.