Cyclisation intramoléculaire des acides benzyl-2 pentène-4 oïques. Préparation de quelques tétraméthylnaphtalènes
Open Access
- 1 June 1967
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 45 (11) , 1267-1274
- https://doi.org/10.1139/v67-207
Abstract
The cyclization of 2-benzyl-4-pentenoic acids, catalyzed by protonic and Lewis acids, resulted in the formation of variable quantities of α-benzyl-γ-valerolactones and tetrahydronaphthalenecarboxylic acids (65 – 85%) which, after reduction and dehydrogenation, yielded tetramethylnaphthalenes substituted in the 1,3-positions. 1,3,5,7-Tetramethylnaphthalene, in particular, had not as yet been described. Aluminium chloride favors cyclization and does not give rise to lactonization, but it induces secondary reactions such as the migration of methyl groups.Keywords
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