Alkylation of phenol by myrtenol

Alkylation of phenol by myrtenol in the presence of aluminum phenoxide and aluminum isopropoxide was studied in the temperature range 120–160°C. The reaction occurred with the formation of an array of alkylated phenols. Isomerization of the terpene substituent as a result of rearrangements of the bi...

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Bibliographic Details
Published in:Chemistry of natural compounds 2011-09, Vol.47 (4), p.556-565
Main Authors: Koroleva, A. A, Chukicheva, I. Yu, Fedorova, I. V, Kuchin, A. V
Format: Article
Language:English
Subjects:
alkylation
aluminum
Isomerization
Medicine
Organic Chemistry
Pharmacy
phenol
Phenols
Plant Sciences
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Summary:Alkylation of phenol by myrtenol in the presence of aluminum phenoxide and aluminum isopropoxide was studied in the temperature range 120–160°C. The reaction occurred with the formation of an array of alkylated phenols. Isomerization of the terpene substituent as a result of rearrangements of the bicyclic myrtenol structure was observed. The side reaction of myrtenol reduction occurred during the alkylation in the presence of aluminum isopropoxide. A significant number of compounds with two aromatic moieties was formed in the presence of aluminum phenoxide.
ISSN:0009-3130
1573-8388
DOI:10.1007/s10600-011-9995-0