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Synthesis of Optically Active Tricyclic Ethers by Reactions of (−)‐ β ‐Pinene with Phenols in Organized Media
Author(s) -
Fomenko Vladislav V.,
Korchagina Dina V.,
Salakhutdinov Nariman F.,
Barkhash Vladimir A.
Publication year - 2002
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(200208)85:8<2358::aid-hlca2358>3.0.co;2-r
Subject(s) - chemistry , phenols , optically active , tricyclic , pinene , organic chemistry , phenol , yield (engineering) , homogeneous , materials science , physics , metallurgy , thermodynamics
The reactions of (−)‐ β ‐pinene ( 1 ) with some methyl‐ and hydroxy‐substituted phenols on H β ‐zeolite yield optically active products – tricyclic terpenyl phenyl ethers – in contrast to reactions in homogeneous media, which occur with loss of optical activity. The formation of these products is promoted by the presence of meta ‐substituents in the phenol molecule.