- Toward higher polyprenols under 'prebiotic' conditions
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Geraniol and isomers (C10) can be obtained by the condensation of C5 monoprenols at room temperature in the presence of montmorillonite K-10. It is also possible to obtain farnesol (C15) and isomers by condensation of geraniol with isopentenol. Despite the low yields achieved, these findings support the hypothesis that polyprenyl phosphates may have been formed in prebiotic conditions, and served as constituents of primitive membranes.
- Désaubry, Laurent,Nakatani, Yoichi,Ourisson, Guy
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p. 6959 - 6961
(2007/10/03)
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- Synthesis and structure of tricyclic furanosesquiterpenoids related to pallescensin A
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Electrophilic cyclization of (cyclo)farnesanes containing an exo-methylene group in the α-isoprenoid unit smoothly gives regio- and stereoisomeric octalins subsequently trans formed to tricyclic furanosesquiterpenoids related to metabolites of some marine organisms. - Key words: furanosesquiterpenoids, pallescensin A, (cyclo)farnesanes, electrophilic cyclization; 1H and 13C NMR spectra, Z-HMQC; molecular mechanics, conformational analysis.
- Moiseenkov, A. M.,Lozanova, A. V.,Surkova, A. A.,Dragan, V. A.,Strelenko, Yu. A.,Buevich, A. V.
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p. 153 - 160
(2007/10/02)
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- BIOMIMETIC ENTRY TO ACYCLIC TERPENE SYNTHESIS. A NOVEL REARRANGEMENT OF ALLYL ETHER CATALYZED BY ORGANOALUMINUM REAGENTS
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The intramolecular prenyltransfer reaction is accomplished by the rearrangement of allyl ethers with (2,6-di-tert-butyl-4-methylphenoxy)methylaluminum trifluoromethanesulfonate.The present method provides a simple and highly efficient synthesis of lavandulol.
- Yamamura, Yoshihiro,Umeyama, Kensuke,Maruoka, Keiji,Yamamoto, Hisashi
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p. 1933 - 1936
(2007/10/02)
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