syn- and anti-isomers of a O-methyloxime-substituted tricyclic ozonide

Karl Griesbaum, Achim Frank, Kevin J. McCullough

Research output: Contribution to journalArticle

Abstract

The ozonolysis of bicyclo[9.4.0]pentadec-1(11)-en-12-one (4) in pentane, followed by the treatment of the ozonolysis product with O-methylhydroxylamine afforded the stable ozonides anti-(8) and syn-2-O-methyloxime-16,17,18-trioxatricyclo[10.3.2.1] octadecane (9). © Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Original languageEnglish
Pages (from-to)1978-1980
Number of pages3
JournalEuropean Journal of Organic Chemistry
Issue number8
DOIs
Publication statusPublished - 10 Apr 2006

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octadecane
1,2,4-trioxane
pentane
methoxyamine

Keywords

  • Bicyclic keto olefin
  • Ozonolysis
  • syn- and anti-O-Methyloximes
  • Tricyclic ozonide

Cite this

Griesbaum, Karl ; Frank, Achim ; McCullough, Kevin J. / syn- and anti-isomers of a O-methyloxime-substituted tricyclic ozonide. In: European Journal of Organic Chemistry. 2006 ; No. 8. pp. 1978-1980.
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syn- and anti-isomers of a O-methyloxime-substituted tricyclic ozonide. / Griesbaum, Karl; Frank, Achim; McCullough, Kevin J.

In: European Journal of Organic Chemistry, No. 8, 10.04.2006, p. 1978-1980.

Research output: Contribution to journalArticle

TY - JOUR

T1 - syn- and anti-isomers of a O-methyloxime-substituted tricyclic ozonide

AU - Griesbaum, Karl

AU - Frank, Achim

AU - McCullough, Kevin J.

PY - 2006/4/10

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N2 - The ozonolysis of bicyclo[9.4.0]pentadec-1(11)-en-12-one (4) in pentane, followed by the treatment of the ozonolysis product with O-methylhydroxylamine afforded the stable ozonides anti-(8) and syn-2-O-methyloxime-16,17,18-trioxatricyclo[10.3.2.1] octadecane (9). © Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

AB - The ozonolysis of bicyclo[9.4.0]pentadec-1(11)-en-12-one (4) in pentane, followed by the treatment of the ozonolysis product with O-methylhydroxylamine afforded the stable ozonides anti-(8) and syn-2-O-methyloxime-16,17,18-trioxatricyclo[10.3.2.1] octadecane (9). © Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

KW - Bicyclic keto olefin

KW - Ozonolysis

KW - syn- and anti-O-Methyloximes

KW - Tricyclic ozonide

U2 - 10.1002/ejoc.200500806

DO - 10.1002/ejoc.200500806

M3 - Article

SP - 1978

EP - 1980

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

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