Photochemical transformations—I

Gokhale, P. D. ; Joshi, A. P. ; Sahni, R. ; Naik, V. G. ; Damodaran, N. P. ; Nayak, U. R. ; Dev, S. (1976) Photochemical transformations—I Tetrahedron, 32 (12). pp. 1391-1393. ISSN 0040-4020

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Photo-irradiation of longibornyl iodide in n-heptane containing some triethylamine as scavenger for hydrogen iodide, furnished rearranged hydrocarbons (longifolene, longicyclene and longiborn-8-ene). Citronellyl iodide, under similar conditions, led to simple elimination (to furnish 2,6-dimethylocta-2,7-diene) and π-participation (to yield trans-p-menth-8-ene) to almost equal extent. A possible mechanism for these reactions is discussed.

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ID Code:95930
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