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Open AccessJournal ArticleDOI

Photosensitized Oxygenation of α-Pyran Derived from β-Ionone

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TLDR
In this article, photosensitized oxygenation of α-pyran (l) (2.5,5,8a,tetramethyl-6,7,8,8-8, 8a-tetrahydro-5H- l-benzopyran), in methanol using rose bengal, rapidly formed a stable peroxide (2).
Abstract
Photosensitized oxygenation of α-pyran(l) (2,5,5,8a-tetramethyl-6,7,8,8a-tetrahydro-5H- l-benzopyran), in methanol using rose bengal, rapidly formed a stable peroxide (2).The peroxide (2) gave 6,6-dimethyl-8-undecene-2,7,10-trione(11) at 140°C in xylene, and 8(or 9)-methoxy or hydroxy derivatives of 6,6-dimethyl-undecane-2,7,10-trione (12a or b) by hydrochloric acid.These triketones (11 and 12a) were also obtained by a photo-reaction from the peroxide(2).

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Journal ArticleDOI

Photochemische Reaktionen 94. Mitteilung. Vinyloge β‐Spaltung bei Epoxy‐enonen der Jonon‐Reihe

TL;DR: In this paper, the photochemistry of the α,β-unsaturated γ,δ-epoxy-enones was determined by: (i) C(γ)-O-scission of the epoxide (vinylogous β-cleavage of Type A); (ii) C (γ)-C(δ) cleavage of the oxirane (VOG-β) of Type B); (iii) (E/Z)-isomerization of the enone chromophore.
Book ChapterDOI

Isoprenoids and Alkaloids of Tobacco

TL;DR: In view of its economic importance both in producing and consuming countries, it is not surprising that the chemistry of tobacco has attracted the attention of many investigators as discussed by the authors, and the desire to produce a tobacco substitute to counter future tobacco shortages has given further impetus to chemical research on this plant.
Journal ArticleDOI

UVA Self‐Photosensitized Oxygenation of β‐Ionone

TL;DR: In this article, the steady-state UVA (350 nm) photolysis of (E)-beta-ionone (1) in aerated toluene solutions was studied by NMR spectroscopy, and the formation of the 1,2,4-trioxane (2) and 5,8-endoperoxide (5) derivatives in the ratio of 4:1 was observed.
Journal ArticleDOI

A New Reaction of 1,2-Dioxetanes. Formation of 1,2,4-Trioxanes from Aldehydes

TL;DR: In this article, a 75% of the substituant en para de l'aryloxy, d'alkyl ou aryl-3' aryyloxy-5' spiro [adamantane-2:6'-trioxannes-1,,2',4']
Journal ArticleDOI

The Synthesis of 1,2,4‐Trioxan‐5‐ones

TL;DR: Several 3,6-substituted 1,2,4-trioxan-5-ones have been prepared in good yield by condensing aldehydes and ketones with trimethylsilyl α-peroxy]alkanoates in the presence of trifluoromethane sulfonate as catalyst.
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