96633-86-2Relevant articles and documents
CYCLIZATION OF α-TERPENOLS AND THEIR ACETATES BY FLUOROSULFONIC ACID
Ungur, N. D.,Popa, N. P.,Tuen, Nguen Van,Vlad, P. F.
, p. 473 - 478 (1993)
It has been shown that the superacid cyclization of α-terpenols and their acetates takes place with structural selectivity and chemo- and stereospecificity and leads to cyclic isoprenoids with higher yields than the cyclization of the corresponding β-terpenols and their acetates.
Electrophilic cyclization of α- and β-geranyl acetates by mercury(II) trifluoroacetate
Kulchitski,Ungur,Vlad
, p. 1264 - 1268 (2007/10/03)
Electrophilic cyclization of β-geranyl acetate promoted by mercury(II) trifluoroacetate leads to mixtures of α- and γ-5αH-cyclogeranyl acetate derivatives and 6α-hydroxy-5αH- and 6α-hydroxy-5βH-cyclogeranyl acetate derivatives mercurated at the C-3 atom. The ratio of the unsaturated and hydroxymercurated products depends on the reaction conditions. α-Geranyl acetate reacts with mercury(II) trifluoroacetate to give a mixture of 6α-hydroxy-5αH- and 6α-hydroxy-5βH-geranyl acetates, mercurated at C-9, with an equatorial mercurated methylene group at C-4. The mercury-containing groups in mercurated cyclogeranyl derivatives can easily be reduced or replaced by an oxygen-containing functional group; this constitutes a convenient route to polyfunctional cyclogeranyl derivatives that are difficult to obtain.
CYCLIZATION OF ACYCLIC ISOPRENOIDS. VIII. CYCLIZATION OF GERANIOL, NEROL, AND THEIR ACETATES IN SUPERACIDS
Gavrilyuk, O. A.,Korchagina, D. V.,Bagryanskaya, I. Yu.,Gatilov, Yu. V.,Barkhash, V. A.
, p. 1276 - 1285 (2007/10/02)
The reaction of geraniol and nerol with HSO3F-SbF5-SO2FCl leads to the formation of an ether identified as 1,4a,8e-trimethyl-7-oxabicyclooctane on the basis of NMR spectral data and chemical transformations.The reactions of geraniol and nerol with