35376-00-2Relevant articles and documents
Wiel,J.-B.,Rouessac,F.
, p. 446 - 447 (1976)
α-nitrocycloalkanones as a new source for the one-pot synthesis of functionalized 1,4-diketones, γ-oxoaldehydes, γ-ketoesters, and methyl ω- oxoalkanoates
Ballini, Roberto,Bosica, Giovanna,Gigli, Fabiola
, p. 7573 - 7580 (1998)
Methyl ω-oxoalkanoates were obtained via ring cleavage of α- nitrocycloakanones by refluxing these compounds in a methanolic solution of KOH, then treating the obtained mixture, at 0 °C, with an aqueous solution of KMnO4/MgSO4. 1,4-Diketones, γ-oxoaldehydes, and γ-ketoesters were also prepared by conjugated addition of α-nitrocycloakanones to the appropriate conjugated enones, in MeOH/Ph3P, then by, in situ, ring cleavage-Nef reaction following the above conditions.
Iridium-catalyzed enantioselective allylic substitution of unstabilized enolates derived from α,β-unsaturated ketones
Chen, Ming,Hartwig, John F.
, p. 8691 - 8695 (2014)
We report Ir-catalyzed, enantioselective allylic substitution reactions of unstabilized silyl enolates derived from α,β-unsaturated ketones. Asymmetric allylic substitution of a variety of allylic carbonates with silyl enolates gave allylated products in 62-94% yield with 90-98% ee and >20:1 branched-to-linear selectivity. The synthetic utility of this method was illustrated by the short synthesis of an anticancer agent, TEI-9826.
Stereoselective synthesis of MaR2n-3 DPA
S?nderskov, Jeanne,Tungen, J?rn E.,Palmas, Francesco,Dalli, Jesmond,Serhan, Charles N.,Stenstr?m, Yngve,Vidar Hansen, Trond
, (2019/12/24)
The first total synthesis of the n-3 docosapentaenoic derived oxygenated product MaR2n-3 DPA has been achieved. The 13R and 14S stereogenic centers were introduced using 2-deoxy-D-ribose in a chiral pool strategy. The geometry of the Z,E,E-triene moiety was prepared using highly E-selective Wittig- and Takai-olefination reactions as well as the Z-stereoselective Lindlar reduction. LC/MS-MS data of synthetic MaR2n-3 DPA matched data for the biosynthetic formed product that enabled the configurational assignment of this oxygenated natural product to be (7Z,9E,11E,13R,14S,16Z,19Z)-13,14-dihydroxydocosa-7,9,11,16,19-pentaenoic acid.
Racemic gem disilyl alkane compound containing four silicon-hydrogen bonds, and sybthesis method and application of compound
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Paragraph 0263-0268; 0270, (2019/05/15)
The invention discloses a racemic gem disilyl alkane compound containing four silicon-hydrogen bonds. The compound is as shown in a formula IV. The invention further discloses a synthesis method of the racemic gem disilyl alkane compound. The synthesis method comprises the following step of carrying out a reaction by taking alkyne as shown in a formula I and trihydrosilane as shown in a formula IIas raw materials and taking a chiral CoX-IIP complex as a catalyst in the presence of a reducing agent to obtain the racemic gem disilyl alkane compound containing four silicon-hydrogen bonds, wherein the compound is as shown in the formula IV. The method disclosed by the invention has mild reaction conditions, is simple and convenient to operate and has high atom economy. In addition, the reaction does not need addition of any salts of toxic transition metals (such as ruthenium, rhodium, palladium and the like), and the method has a relatively large practical application value in synthesis of medicines and materials. In addition, the reaction has a medium to excellent yield (51-99%) and high area selectivity (10:1-19:1, most parts larger than 19:1).
