15303-46-5Relevant academic research and scientific papers
Direct 1,4-addition of aldehydes to vinylketones
Hagiwara, Hisahiro,Kato, Michiharu
, p. 5139 - 5140 (1996)
Aldehydes directly add in 1,4-manner to vinylketones in the presence of 0.5 eq. of diethylaminotrimethylsilane without a solvent to give 5- ketoaldehydes.
Diethylamino(trimethyl)silane-mediated direct 1,4-addition of naked aldehydes to electron-deficient olefins
Hagiwara, Hisahiro,Komatsubara, Nao,Ono, Hiroki,Okabe, Tomoyuki,Hoshi, Takashi,Suzuki, Toshio,Ando, Masayoshi,Kato, Michiharu
, p. 316 - 322 (2001)
Diethylamino(trimethyl)silane-mediated direct 1,4-addition of naked aldehydes to electron-deficient olefins was discussed. Results showed that after the reaction the latent formyl groups were transformed back to aldehydes. Conjugated addition of aldehydes to electron-deficient olefins showed no successful precedents of direct 1,4-addition of naked aldehydes.
Catalytic enamine reaction: An expedient 1,4-conjugate addition of naked aldehydes to vinylketones and its application to synthesis of cyclohexenone from Stevia purpurea
Hagiwara, Hisahiro,Okabe, Tomoyuki,Hakoda, Keisuke,Hoshi, Takashi,Ono, Hiroki,Kamat, Vijayendra P.,Suzuki, Toshio,Ando, Masayoshi
, p. 2705 - 2707 (2001)
Naked aldehydes directly add in a 1,4-manner to vinylketones in the presence of 0.2 equiv. of diethylamine in sealed tubes to provide 5-keto aldehydes.
Stereoselective and Modular Assembly Method for Heterocycle-Fused Daucane Sesquiterpenoids
Christiaens, Mien,Hullaert, Jan,Van Hecke, Kristof,Laplace, Duchan,Winne, Johan M.
, p. 13783 - 13787 (2018)
A stereoselective synthetic method is reported for the molecular framework found in common daucane and isodaucane sesquiterpenoid natural products. The synthetic method constitutes a scalable, modular, and also asymmetric access to a complex natural product scaffold, wherein the substitution pattern and the stereochemistry can be adjusted simply by choosing different starting materials. The method allows the rapid introduction of diverse heterocyclic substructures such as (benzo)furans, (benzo)thiophenes, dithiins, thiazoles, and indoles, which actually also facilitate and direct the key intramolecular annulation step.
Synthetic method of stealthy ketone (by machine translation)
-
, (2019/12/31)
The method disclosed by the invention is characterized in that the, method for synthesizing: the octrexone by the step of reacting synthetic enamine with tetrahydropyrrole and isovaleraldehyde; under 2 - 6h a basic condition of water to 2 - obtain a latent ketone crude; product comprises the following 2 - steps of: refluxing under, the alkaline condition, of water; and, distilling off the solvent, under reduced pressure, to obtain a latent ketone crude product . (by machine translation)
Total synthesis of eudesmane terpenes: Cyclase phase
Chen, Ke,Ishihara, Yoshihiro,Galán, María Morón,Baran, Phil S.
experimental part, p. 4738 - 4744 (2010/08/20)
A full account of synthetic efforts toward dihydrojunenol, one of the lowest oxidized members of the eudesmane family of natural products, is presented. The final synthetic sequence illustrates a nine-step, gram-scale, enantioselective route to this bicyclic terpene with excellent stereocontrol and in 21% overall yield.
