Diels-alder reactions of 1,3-dienes with 4-nitrobenzenediazonium salt as a dienophile
β Scribed by Franz Bronberger; Rolf Huisgen
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 238 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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The Diels-Alder reaction of surfactant 1,3-diene 1 and surfactant dienophile 2 within aqueous mixed micelles at 25 Β°C gave a 6.6:1 ratio of cycloadducts 11 and 12, and that of nonsurfactant analogues 10 and 13 in C6HsMe at 75(85) Β°C gave a 1:1 ratio of cycloadducts 14 and 15. The regioselectivity of
R2AlC~-ordinate ~-meth~~loy~ul~ lc undergoes efficient, t&o-selective and highly diastereofact controlled [4+2]-additions to cyclopentadiene, isoprene, fE)-piperylene and the 2-silyloxydieaes 10 and 12. The resulting crystalline cyclogdducts are smoothly reduced with LiAlH4 providing the recovered a