38758-04-2Relevant academic research and scientific papers
A convenient preparation of 1,2,3,4,5,6,7,8-octahydro-naphthalene skeleton. Synthesis of (±)-isocaridiene
Imamura, Paulo M.,Costa, Marta,Custodio, Rogerio
, p. 1393 - 1399 (2002)
Synthesis of isocaridiene, an isomeric compound of natural sesquiterpene caridiene, is described starting from myrcene. Dehydration of tertiary alcohol leading exclusively to isocaridiene was in agreement with the semiempirical and ab initio quantum mechanical calculations.
Cycloaddition Of Carbonyl Compounds To Olefins At Aluminosilicate Catalysts
Volcho, K. P.,Tatarova, L. E.,Korchagina, D. V.,Salakhutdinov, N. F.,Aul'chenko, I. S.,et al.
, p. 683 - 694 (2007/10/02)
The use of zeolite catalysts in the reactions of allocimene and myrcene with α,β-unsaturated carbonyl compounds makes the reaction conditions milder and increases both the regio- and the stereoselectivity of the diene synthesis processes.In the reaction of certain polyenes with aldehydes at ascanite-bentonite clay a new reaction, leading to bicyclic ethers, was discovered.
EFFICIENT CYCLOADDITION DURING ADSORPTION ON CHROMATOGRAPHIC SOLVENTS
Veselovskii, V. V.,Gybin, A. S.,Lozanova, A. V.,Moiseenkov, A. M.,Smit, V. A.
, p. 94 - 100 (2007/10/02)
An essentially new method was developed for carrying out cycloaddition on the surface of chromatographic adsorbents in the absence of solvent.This method permits the use of much milder reaction conditions and to increase the reaction's selectivity.
8,16- And 8,18-methanobacteriorhodopsin. Synthesis and spectroscopy of 8,16- and 8,18-methanoretinal and their interaction with bacterioopsin
Steen, R. van der,Biesheuvel, P. L.,Erkelens, C.,Mathies, R. A.,Lugtenburg, J.
, p. 83 - 93 (2007/10/02)
8,16- And 8,18-methanoretinal with a locked 6-s-trans and a 6-s-cis conformation have been synthesized and characterized.Their 9-Z and 13-Z isomers could also be prepared, in contrast to the 11-Z. 8,16-Methanoretinal easily binds with bacterioopsin (bO) to form a bacteriorhodopsin analogue which closely resembles natural bacteriorhodopsin (bR) (λmax, light-dark adaptation and proton pump action).The interaction of 8,18-methanoretinal with bO is complex.These findings give additional support to the fact that in bR the chromophore occurs in the planar 6-s-trans conformation.Approximately 1200 cm-1 of the opsin shift in bR (5100 cm-1) arises because the chromophore changes upon binding to the protein from a 40 deg twisted 6-s-cis to a planar 6-s-trans conformation.Both 8,16- and 8,18-methano bR have a ca. 3900 cm-1 opsin shift, since the C6-C7 conformation does not allow protein-induced changes.This is consistent with the idea that the opsin shift is mainly due to the perturbation of the Schiff base region.
DRAMATIC ACCELERATION OF THE DIELS-ALDER REACTION BY ADSORPTION ON CHROMATOGRAPHY ADSORBENTS
Veselovsky, V. V.,Gybin, A. S.,Lozanova, A. V.,Moiseenkov, A. M.,Smit, W. A.,Caple, R.
, p. 175 - 178 (2007/10/02)
The development of a new method for effecting cycloadditions on the surface of chromatographic adsorbents in the absence of solvents that leads to a moderation of the reaction conditions and an increase in selectivity is described.
CYCLIAZTION OF ACYCLIC ISOPRENOIDS. II. MOLECULAR REARRANGEMENTS OF ISOLONE IN SUPERACIDS
Gavrilyuk, O. A.,Korchagina, D. V.,Tatarova, L. E.,Burdin, E. A.,Bagryanskaya, I. Yu.,et al.
, p. 1540 - 1550 (2007/10/02)
Stable carbocations were generated for the first time from 5-acetyl-2-(4-methyl-3-pentenyl)-1-cyclohexene ("isolone").Their structure and molecular rearrangements were studied.It was shown that variation in the strength of the acid and the thawing temperature of the acid solution has a significant effect on the direction of the rearrangements.The rearrangements obey the previously discovered relationships for the cyclization of acyclic 1,5-dienes.
New Carbonyl Compounds in the High-Boiling Fraction of Lavender Oil
Kaiser, Roman,Lamparsky, Dietmar
, p. 1184 - 1197 (2007/10/02)
The occurrence of a series of new constituents which can be considered as Diels-Alder adducts of methyl vinyl ketone and ocimene (1-4), myrcene (9,10) or β-farnesene (11,12), respectively, was reported.Furthermore, the structures of four isomeric cyclohexene derivatives could be established as adducts 21-24 of (E,Z)- and (E,E)-1,3,5-undecatriene and methyl vinyl ketone.Another series of constituents having the norbornane skeleton represents adducts 25-32 and 33-40 of methylcyclopentadiene and octen-3-one or methyl vinyl ketone, respectively.In accordance with Alder's endo-rule the endo-isomers are preponderant in the natural as well as in the synthetic mixtures.Most of these constituents could also be identified in a lavender absolute as well as in a freshly prepared hexane extract of lavender flowers (Lavandula officinalis CHAIX).
