ISSN:
0018-019X
Schlagwort(e):
Chemistry
;
Organic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
The synthesis and photolysis of the title compound 3 is described. Irradiation (λ 〉 280 nm, MeCN) of the di-epoxyketone 3 leads predominantly to γ-H abstraction. Cyclization furnishes the cyclobutanols 22-24, while cleavage gives compound 25, presumably via the allene-oxide intermediate 36. Further, products 27 and 28 are formed by Norrish fragmentation and by initial cleavage of the C(α)—O bond of the oxirane, respectively. The structures of the products 22-25, 27, and 28 were assigned on the basis of the spectral data of the photolysis products of the 13C-labelled diepoxyketone[6,6-dimethyl-13C2]-3 and by X-ray analysis of the compounds 24 and 35, the latter being the p-nitrobenzoate of 22.
Zusätzliches Material:
2 Ill.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/hlca.19850680517