18744-24-6Relevant articles and documents
THIOSTANNANE-MEDIATED PREPARATION OF γ-ALKOXYALLYL SULFIDES; EFFICIENT β-ALKYLATION OF α,β-UNSATURATED ALDEHYDES
Sato, Tsuneo,Okazaki, Hiroshi,Otera, Junzo,Nozaki, Hitosi
, p. 2979 - 2982 (2007/10/02)
The title β-alkylation is achieved through a sequence of sulfenylation of α-enal acetals, t-BuLi-promoted alkylation, and oxidative hydrolysis.
SYNTHESIS OF (Z)-PREDOMINANT α,β-UNSATURATED NITRILES FROM ENONE CYANOHYDRIN DIETHYL PHOSPHATES: APPLICATION TO THE SYNTHESIS OF (+/-)-NUCIFERAL, (+/-)-(E)-AND -(Z)-NUCIFEROL, AND (+/-)-MANICONE
Yoneda, Ryuji,Harusawa, Shinya,Kurihara, Takushi
, p. 3163 - 3168 (2007/10/02)
Enone cyanohydrin diethyl phosphates reaced regio- and stereo-selectively with a variety of organocopper reagents to give γ-coupling products, (Z)-predominant alk-2-enenitriles.The methodology was applied to the synthesis of (+/-)-nuciferal, (+/-)-(E)- an
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 Regio- and Stereo-specific Allylic Oxidation of gem-Dimethyl Olefins via Addition of Benzenesulphenyl Chloride. Synthesis of Allylic Oxygenated Terpenes
Masaki, Yukio,Hashimoto, Kinji,Sakuma, Kazuhiko,Kaji,Kenji
, p. 1289 - 1295 (2007/10/02)
Novel and facile terminal trans-allylic and internal allylic oxidations of the gem-dimethyl olefin terminus of the terpenoids (1) are described which take place site-, regio-, and stereo-specificially via the same intermediate adduct between benzenesulphenyl chloride and (1).By this method, the allylic oxygenated terpenes (+/-)-nuciferal (11), (+/-)-ar-turmerone (12), (+/-)-ipsdienol (3c), neotorreyol (2e), (+/-)-6-hydroxydendrolasin (3e), and 6-oxodendrolasin (14) were synthesized.
Branching Strategy in Organic Synthesis. 2. Reversal of Olefin Polarization with Concomitant Carbon-Carbon Bond Formation
Taber, Douglass F.,Saleh, Samir A.
, p. 4817 - 4819 (2007/10/02)
Vinyl sulfones are smoothly converted to α,β-unsaturated nitriles on exposure to KCN/dicyclohexyl-18-crown-6 in refluxing tert-butyl alcohol.
REACTION OF CHLOROMETHYLCARBENE WITH TRIMETHYLSILYL ENOL ETHERS. SYNTHESIS OF EUCARVONE, (+/-)-NUCIFERAL AND (+/-)-MANICONE.
Blanco, L.,Slougui, N.,Rousseau, G.,Conia, J. M.
, p. 645 - 648 (2007/10/02)
New synthesis of Eucarvone 7, (+/-)-Nuciferal 12 and (+/-)-Manicone 16 are described from trimethylsilyl enol ethers 2, 10 and 14 via their chloromethylenation products by means of a two carbons homologation reaction.