74793-33-2Relevant academic research and scientific papers
OMEGA-3 FATTY ACID PRODRUG COMPOUNDS AND USES THEREOF
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Page/Page column 23, (2016/09/22)
Provided herein are prodrug compounds, their preparation and their uses, such as treating liver diseases or non-liver diseases via intervening in the molecular pathways in the liver. Novel prodrug compounds of eicosapentaenoic and docosahexaenoic acids, t
Tandem Z-Selective Cross-Metathesis/Dihydroxylation: Synthesis of anti-1,2-Diols
Dornan, Peter K.,Wickens, Zachary K.,Grubbs, Robert H.
supporting information, p. 7134 - 7138 (2015/06/16)
Abstract: A stereoselective synthesis of anti-1,2-diols has been developed using a multitasking Ru catalyst in an assisted tandem catalysis protocol. A cyclometalated Ru complex catalyzes first a Z-selective cross-metathesis of two terminal olefins, followed by a stereospecific dihydroxylation. Both steps are catalyzed by Ru, as the Ru complex is converted to a dihydroxylation catalyst upon addition of NaIO4. A variety of olefins were transformed into valuable, highly functionalized, and stereodefined molecules. Mechanistic experiments were performed to probe the nature of the oxidation step and catalyst inhibition pathways. These experiments point the way to more broadly applicable tandem catalytic transformations. Two steps with one cat.: 1,2-anti-Diols are accessible through a tandem Z-selective cross-metathesis/dihydroxylation using an assisted tandem catalysis protocol. Both steps are catalyzed by the Ru complex, and the stereocontrol of the cross-metathesis is translated through high stereospecificity in the dihydroxylation step to diastereoselectivity for the 1,2-anti-diol.
Synthesis of spiro C-arylglycoriboside via Pd(II)-catalyzed spirocyclization
Awasaguchi, Ken-Ichiro,Miyazawa, Masahiro,Uoya, Ikuyo,Inoue, Koichi,Nakamura, Koji,Yokoyama, Hajime,Kakuda, Hiroko,Hirai, Yoshiro
experimental part, p. 2392 - 2396 (2010/12/18)
Spiro C-arylglycoriboside was synthesized in 21 steps via Pd(II)-catalyzed spirocyclization as a key reaction. Hemiketal was obtained in 47% overall yield from cis-2-butene-1,4-diol and spirocyclized with PdCl2(PhCN) 2 in dilute THF solution (0.01 M) to afford the 1,6-dioxaspiro[4.4] nonane skeleton in high yield. The spirocyclo adduct was transformed into spiro C-arylglycoriboside in five steps. Georg Thieme Verlag Stuttgart New York.
A novel pentose synthesis via palladium(II)-catalyzed cyclization of an unstable hemiacetal
Awasaguchi, Ken-Ichiro,Miyazawa, Masahiro,Uoya, Ikuyo,Inoue, Koichi,Nakamura, Koji,Yokoyama, Hajime,Hirai, Yoshiro
experimental part, p. 2105 - 2121 (2011/04/24)
PdCl2(PhCN)2 (5 mol%)-catalyzed cyclization of a hemiacetal derived from (E,2S,3R)-2,3-isopropylidenedioxy-6-(tetrahydro-2H- pyran-2-yl)-4-hexenal and methanol gave substituted furanoside in moderate yield, exclusively via 5-exo-mode cyclization, without the need for a reoxidant. New stereogenic centers at C1 and C4 on the tetrahydrofuran ring showed preferential 1R and 4R stereochemistry due to anomeric effect (n oσ*c-o) and A1,2 strain, respectively. This methodology was applied to stereocontrolled synthesis of pentoses: D-ribose and L-lyxose. The Japan Institute of Heterocyclic Chemistry.
A novel method for the synthesis of 4'-thiopyrimidine nucleosides using hypervalent iodine compounds.
Nishizono, Naozumi,Baba, Ryosuke,Nakamura, Chika,Oda, Kazuaki,Machida, Minoru
, p. 3692 - 3697 (2007/10/03)
The coupling reactions of cyclic sulfides with a silylated pyrimidine nucleobase using a hypervalent iodine reagent were investigated. The reaction of silylated uracil with cyclic sulfide 12 using PhI=O gave the desired beta-anomer 14 in moderate yield. 4
Nucleosides and nucleotides. 189. Investigation of the stereoselective coupling of thymine with meso-thiolane-3,4-diol-1-oxide derivatives via the Pummerer reaction
Naka, Takashi,Nishizono, Naozumi,Minakawa, Noriaki,Matsuda, Akira
, p. 6297 - 6300 (2007/10/03)
We investigated the stereoselective coupling of thymine with sulfoxides derived from mesothiolane-3,4-diol via the Puremeter reaction. The introduction of 2,4-dimethoxybenzoyl groups to the hydroxyl groups of meso- thiolane-3,4-diol-1-oxide was effective
