68731-64-6Relevant articles and documents
Synthesis of methoxynor polyisoprenoid alcohols by alkylation of (3-methoxyallyl)lithium reagents
Jin, Qingwu,Coates, Robert M.
, p. 55 - 74 (2007/10/03)
A series of six methyl enol ether analogs 8-13 of geraniol, (E,E)-farnesol, and (E,E,E)-geranyl-geraniol was synthesized from a group of three allylic methyl ethers and three allylic chlorides. Lithiation of the 1-methyl-, or 1-alkenylvinyl ethers with se
Synthesis and NMR characterisation of novel highly cyclised polyprenoid hydrocarbons from sediments
Grosjean,Poinsot,Charrie-Duhaut,Tabuteau,Adam,Trendel,Schaeffer,Connan,Dessort,Albrecht
, p. 711 - 719 (2007/10/03)
We report here on the identification of two novel hexacyclic alkanes (C33 and C35) occurring in bitumen. The C35 compound 1 was identified by comparison with a standard obtained by synthesis involving a biomimetic proton-induced extensive cyclisation of an acyclic heptaprenoid. This cascade cyclisation allows the formation of eleven asymmetric centres present in the natural compound in only one step. The C33 analogue 2 was identified by NMR studies after isolation from the saturated hydrocarbon fraction of a bituminous rock. Both compounds are "orphan" molecular fossils of biological lipids of unknown origin formed by the extensive cyclisation of higher regular polyprenoids.