- Aluminum phenoxide-promoted alkylation of phenol with α- And β-pinenes
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Alkylation of phenol with natural α- and β-pinenes in the presence of Al(OPh)3 gives the O- and C-alkylation products with the structurally different terpene fragments. The terpenophenols obtained have proved to be optically active.
- Kutchin,Shumova,Chukicheva, I. Yu.
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p. 450 - 453
(2014/01/17)
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- Alkylation of phenol with camphene in the presence of heteropolyacids supported on metal oxides
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Alkylation of phenol with camphene in the presence of supported heteropolyacids is studied. The main reaction products are found to be phenyl isobornyl ether, 2-isobornylphenol and 2-isocamphylphenol, the ratio between them being determined by the nature of heteropolyacid and carrier (ZrO 2 or TiO2).
- Popova,Tarasov,Kustov,Chukicheva, I. Yu.,Kuchin
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p. 342 - 344
(2013/05/08)
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- Alkylation of phenol by β-pinene in the presence of aluminum phenolate
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The alkylation of phenol by β-pinene using Al(OPh)3 as a catalyst was studied. It was found that the composition of the products depended on the ratio of starting materials. The principal products were chromane-type ethers with an equimolar ratio of starting materials and an excess of phenol. ortho-Alkylated phenol and an ether with a terpene substituent of bornyl structure were formed with a two-fold excess of β-pinene.
- Chukicheva,Shumova,Kuchin
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experimental part
p. 43 - 46
(2012/07/17)
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- Separation of racemic ortho-isobornylphenol into enantiomers and evaluation of their antioxidant activity
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Racemic ortho-isobornylphenol was separated into enantiomers through diastereomeric camphanates. The absolute configuration of chiral centers of the isolated products was determined by X-ray studies. Antioxidant activity and membrane-protective properties
- Buravlev,Chukicheva, I. Yu.,Shevchenko,Suponitsky, K. Yu.,Kutchin
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experimental part
p. 614 - 618
(2012/02/15)
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- Tandem molecular rearrangement in the alkylation of phenol with camphene
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The alkylation of phenol with camphene in the presence of boron trifluoride in glacial acetic acid was accompanied by tandem molecular rearrangement with formation of a mixture of ortho- and para-substituted phenols having 1,7,7-trimethylbicyclo[2.2.1]hept-exo-2-yl and 5,5,6-trimethylbicyclo[2.2.1] hept-exo-2-yl substituents. The same products were obtained by rearrangement of 1,7,7-trimethylbicyclo[2.2.1]hept-exo-2-yloxybenzene under analogous conditions. Similar reactions performed in the presence of aluminum phenoxide as catalyst resulted in predominant formation of the corresponding ortho-substituted phenols.
- Chukicheva,Spirikhin,Kuchin
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