Isomerization of bicyclic terpene epoxides into allylic alcohols without changing of the initial structure

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, Number: SI, Pages: 162-166 Pages count : DOI: 10.1016/j.molcata.2013.09.016

Tags

Pinene epoxide; Verbenol epoxide; Isomerization; Titania; Gold

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	(Данные Web of science) Boreskov Inst Catalysis, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk Organ Chem Inst, Novosibirsk 630090, Russia
3	(Данные Web of science) Abo Akad Univ, Proc Chem Ctr, FI-20500 Turku, Finland
4	(Данные Web of science) Georgia Inst Technol, Sch Chem & Biomol Engn, Atlanta, GA 30332 USA

A novel method of (1S,2R,3R,5R)-6,6-dimethy1-4-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 alpha-hydroxy ketone. (C) 2013 Elsevier B.V. All rights reserved.

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. NSI. P.162-166. DOI: 10.1016/j.molcata.2013.09.016 WOS Scopus РИНЦ

Published print:

Jul 1, 2014

Web of science	WOS:000337551800019
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