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Isomerization of Bicyclic Terpene Epoxides into Allylic Alcohols without Changing of the Initial Structure Full article

Journal Journal of Molecular Catalysis A: Chemical
ISSN: 1381-1169
Output data Year: 2014, Volume: 388-389, Pages: 162-166 Pages count : 5 DOI: 10.1016/j.molcata.2013.09.016
Tags Gold, Isomerization, Pinene epoxide, Titania, Verbenol epoxide
Authors Demidova Yu.S. 1 , Ardashov O.V. 2 , Simakova O.A. 3,4 , Simakova I.L. 1 , Volcho K.P. 2 , Salakhutdinov N.F. 2 , Murzin D.Yu. 3
Affiliations
1 Boreskov Institute of Catalysis, pr. Lavrentieva, 5, 630090 Novosibirsk, Russia
2 Novosibirsk Institute of Organic Chemistry, pr. Lavrentieva, 9, 630090 Novosibirsk, Russia
3 Process Chemistry Centre, Åbo Akademi University, FI-20500 Turku/Åbo, Finland
4 School of Chemical & Biomolecular Engineering, Georgia Institute of Technology, 30332-0100 Atlanta, GA, USA

Abstract: A novel method of (1S,2R,3R,5R)-6,6-dimethyl-4-methylenebicyclo[3.1.1]heptane-2,3-diol synthesis, which is a valuable intermediate in the synthesis of a perspective potent anti-Parkinson drugs, in the presence of TiO2 was proposed. Catalytic activity of TiO2 in the bicyclic terpene epoxides isomerization to corresponding allylic alcohols without changing of the initial structure was demonstrated, contrary to titania-supported Au catalysts which promoted rearrangement with predominant formation of a cyclopentene α-hydroxy ketone.
Cite: Demidova Y.S. , Ardashov O.V. , Simakova O.A. , Simakova I.L. , Volcho K.P. , Salakhutdinov N.F. , Murzin D.Y.
Isomerization of Bicyclic Terpene Epoxides into Allylic Alcohols without Changing of the Initial Structure
Journal of Molecular Catalysis A: Chemical. 2014. V.388-389. P.162-166. DOI: 10.1016/j.molcata.2013.09.016 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
Submitted: Jul 1, 2013
Accepted: Sep 11, 2013
Published online: Sep 20, 2013
Published print: Jul 1, 2014
Identifiers:
Web of science: WOS:000337551800019
Scopus: 2-s2.0-84901324308
Elibrary: 22049548
Chemical Abstracts: 2013:1610624
Chemical Abstracts (print): 161:39845
OpenAlex: W2066430198
Citing:
DB Citing
Web of science 18
Scopus 19
Elibrary 17
OpenAlex 19
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