TANDEM CARBENE INSERTION SEMIPINACOL REARRANGEMENT OF 1-ALKYNYLCYCLOBUTENOLS - A FACILE SYNTHESIS OF 2-ALKENYL-4-CYCLOPENTENE-1,3-DIONES

ZORA, METİN; HERNDON, JAMES

doi:10.1021/jo00083a002

TANDEM CARBENE INSERTION SEMIPINACOL REARRANGEMENT OF 1-ALKYNYLCYCLOBUTENOLS - A FACILE SYNTHESIS OF 2-ALKENYL-4-CYCLOPENTENE-1,3-DIONES

ZORA M., HERNDON J. W.

JOURNAL OF ORGANIC CHEMISTRY, cilt.59, sa.4, ss.699-701, 1994 (SCI-Expanded, Scopus)

Yayın Türü: Makale / Kısa Makale
Cilt numarası: 59 Sayı: 4
Basım Tarihi: 1994
Doi Numarası: 10.1021/jo00083a002
Dergi Adı: JOURNAL OF ORGANIC CHEMISTRY
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.699-701
Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

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.