Tricyclo [4.2. 0.01, 4] octane

KB Wiberg, LK Olli, N Golembeski…

Index: Wiberg,K.B.; Olli,L.K.; Golembeski,N. Journal of the American Chemical Society, 1980 , vol. 102, p. 7467

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Citation Number: 23

Abstract

Abstract: The synthesis of tricyclo [4.2. 0.0'~ 4] octane-3-carboxylic acid (15) was effected via a diazoketone ring contraction of tricycl0 [5.2. 0. O~~~] nonan-4-one. The structure was determined by X-ray crystallographic analysis of the p-bromoanilide derived from 15. The parent hydrocarbon (2) may be formed via conversion of 15 to the 3-acetoxy compound and photolysis of the acetate in HMPA-water. Thermolysis of 2 occurs at 140-180 OC with an E ...