Synthesis of 4-azahomoadamant-4-ene N-oxides and their 1,3-dipolar cycloaddition reactivity1
β Scribed by Yang Yu; Masatomi Ohno; Shoji Eguchi
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 194 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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## Abstract The reaction of NβarylβCβethoxycarbonyl nitrilimines with [1,2,4]triazepinβ3,5βdithione leads to title compounds. The 1,3βdipolar cycloaddition is completely peri and regioselective. The preferred orientation of addition is predicted correctly by AM~1~ calculation.
Dihydro-1H-imidazole 3-oxides bearing different substituents at positions 1 and 2 of the heterocycle were shown to react with a wide range of acceptor-substituted alkynes forming corrsponding cycloadductsderivatives of 1,2,3,7a-tetrahydroimidazo[1,2-b]isoxazole. High regioselectivity of this process