81757-27-9Relevant articles and documents
Selenium dioxide E-methyl oxidation of suitably protected geranyl derivatives - Synthesis of farnesyl mimics
Fairlamb, Ian J.S.,Dickinson, Julia M.,Pegg, Mathew
, p. 2205 - 2208 (2007/10/03)
Difunctional allylic terpenes are important synthetic building blocks. Functionalisation of protected geranyl derivatives by SeO2 provides a convenient route to such compounds. The effect of the geranyl protecting group on the oxidation of the
The Allylic Oxidation of Geraniol Catalyzed by Cytochrome P-450Cath., Proceeding with Retention of Configuration
Fretz, Heinz,Woggon, Wolf-Dietrich,Voges, Rolf
, p. 391 - 400 (2007/10/02)
Incubation of the geraniols (R)-(8-2H1)-1 and (S)-(8-2H1)Cath. from the subtropical plant Catharanthus roseus (L.) G.DON resulted in the formation of the chiral 8-hydroxygeraniols (S)-(8-2H1)8-3
Regio- and Stereo-selective Oxidation of gem-Dimethyl Olefins via -Sigmatropic Rearrangement of Allyl Amine Oxides
Inoue, Seiichi,Iwase, Norimichi,Miyamoto, Osamu,Sato, Kikumasa
, p. 2035 - 2038 (2007/10/02)
Highly regio- and stereo-selective oxidation sequences are described for the efficient conversion of the gem-dimethyl olefin terminus of acyclic terpenes to terminal trans-allylic alcohols and trans α,β-unsaturated aldehydes.
FACILE SYNTHESIS OF (E)-ALLYLIC ALCOHOLS BY ACID-CATALYZED MODIFICATION OF THE MISLOW-EVANS REARRANGEMENT OF ALLYLIC SULFOXIDES
Masaki, Yukio,Sakuma, Kazuhiko,Kaji, Kenji
, p. 2531 - 2534 (2007/10/02)
The Mislow-Evans rearrangement of α,β- and α,γ-disubstituted allylic sulfoxides (2) to (E)-allylic alcohols (4) was found to occur under acidic conditions.By combination of this method with a catalytic oxidation of allylic sulfides (1), a novel one-pot tr
FACILE FUNCTIONALIZATION OF THE ISOPROPYLIDENE TERMINUS OF ACYCLIC MONOTERPENES BY WAY OF BENZENESULFENYL CHLORIDE ADDITION
Masaki, Yukio,Hashimoto, Kinji,Kaji, Kenji
, p. 3481 - 3490 (2007/10/02)
Highly site- and regioselective terminal functionalizations of acyclic monoterpenes 1 via benzenesulfenyl chloride addition followed by hydrolysis assisted by silica gel, dehydrochlorination under neutral or weakly basic condition, or dehydrochlorination by strongly basic treatment respectively providing β-hydroxy sulfides 3, terminal methallylic sulfides 4, or vinylsulfides 5 are developed.Conversion of 4 to terminal trans-allylic alcohols 10 via sulfoxides 9 by the Evans procedure is also described.
STEREOSELECTIVE SYNTHESIS OF A CISOID C10 ISOPRENOID BUILDING BLOCK AND SOME ALL-CIS-POLYPRENOLS
Sato, Kikumasa,Miyamoto, Osamu,Inoue, Seiichi,Furusawa, Fumio,Matsuhashi, Yasusuke
, p. 725 - 728 (2007/10/02)
As the key compound for the construction of cisoid terpenoids, (2Z,6Z)-8-benzyloxy-1-chloro-2,6-dimethylocta-2,6-diene was sinthesized stereoselectively via the Wittig reaction starting from nerol.The ten-carbon building block was coupled with prenyl or neryl p-tolyl sulfone to afford, after reductive desulfonylation, (Z,Z)-farnesol and (Z,Z,Z)-nerylnerol, respectively.
Synthese von Lycopin
Hofer, Arnold,Eugster, Conrad Hans
, p. 365 - 370 (2007/10/02)
Synthesis of Lycopene; Lycopene having at both ends the deuteriated methyl groups trans to the chain has been synthesized for further biochemical experiments aimed to elucidate the stereochemistry of the cyclization step.Incident
