Oxidation reaction of 4-allyl-4-hydroperoxy-2-methoxycyclohexa-2,5-dienone in the presence of potassium permanganate without a co-oxidant

Original Article

JOURNAL 790

Organic Communications

VOLUME & ISSUE

Year: 2016 Issue: 4 October-December

PAGES

p.102 - 107

STATISTICS

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AUTHORS

Mehmet Serdar Gültekin and Haydar Göksu

GRAPHICAL ABSTRACT

ABSTRACT

4-Allyl-4-hydroperoxy-2-methoxycyclohexa-2,5-dienone (5) was synthesized by photooxygenation of commercially available Eugenol in the presence of tetraphenylporphyrin (TPP) as a singlet oxygen sensitizer. The brief and one-pot syntheses of some natural product skeletons were conducted using the corresponding allylic hydroperoxide at different temperatures (0 oC and room temperature) with potassium permanganate (KMnO 4) in mild condition at N 2(g) atm.

KEYWORDS

Allylic hydroperoxide
singlet oxygen
photooxygenation
eugenol
natural product

SUPPORTING INFORMATION

Supporting Information

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