Diozonides from coozonolyses of suitable O-methyl oximes and ketones

Karl Griesbaum, Xuejun Liu, Yuxiang Dong

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Ozonolyses of the O-methyl oximes of cyclic ketones 5a - c in the presence of 1,4-cyclohexanedione (6) and ozonolyses of the O-methylated dioxime 8 of 1,4-cyclohexanedione in the presence of cycloketones 7a - c afforded the corresponding diozonides 11. Ozonolysis of the O-methyl oxime of acetone gave diozonide 18 in the presence of 6 and diozonide 21 in the presence of butanedione. Ozonolysis of the O-methyl oxime of cyclohexanone in the presence of butanedione gave diozonide 22. In addition, representatives of the hitherto unknown types of dispiro ozonides 12 having a lactam ring system have been obtained from the ozonolyses of 8 and 7.

Original languageEnglish (US)
Pages (from-to)5463-5470
Number of pages8
JournalTetrahedron
Volume53
Issue number15
DOIs
StatePublished - Apr 14 1997

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Lactams
Oximes
Ketones
cyclohexanone oxime
acetoxime
1,2,4-trioxane
1,4-cyclohexanedione

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Diozonides from coozonolyses of suitable O-methyl oximes and ketones. / Griesbaum, Karl; Liu, Xuejun; Dong, Yuxiang.

In: Tetrahedron, Vol. 53, No. 15, 14.04.1997, p. 5463-5470.

Research output: Contribution to journalArticle

Griesbaum, Karl ; Liu, Xuejun ; Dong, Yuxiang. / Diozonides from coozonolyses of suitable O-methyl oximes and ketones. In: Tetrahedron. 1997 ; Vol. 53, No. 15. pp. 5463-5470.
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