61363-92-6Relevant academic research and scientific papers
Nano CuFe2O4: An efficient, magnetically separable catalyst for transesterification of β-ketoesters
Gohain, Mukut,Kumar, Vinod,Van Tonder, Johannes H.,Swart, Hendrik C.,Ntwaeaborwa, Odireleng M.,Bezuidenhoudt, Barend C. B.
, p. 18972 - 18976 (2015/03/04)
The preparation of a variety of β-ketoesters was achieved in high yields from methyl acetoacetate under neutral conditions through the utilization of magnetic CuFe2O4 nanoparticles as catalyst. Recycling of the catalyst was performed up to eight times without significant loss in activity. The catalyst was characterized using XRD, XPS, SEM and TEM techniques.
Versatile approaches for the synthesis of fused-ring γ-lactones utilizing cyclopropane intermediates
Newhouse, Timothy R.,Kaib, Philip S. J.,Gross, Andrew W.,Corey
supporting information, p. 1591 - 1593 (2013/06/27)
A highly effective acid-catalyzed cyclopropyl ester to γ-lactone skeletal rearrangement has been demonstrated and applied to the synthesis of a variety of bi- and tricyclic functionalized lactones, rigid and highly compact structures for use as biological
Palladium(II)-catalyzed cyclization of unsaturated hydroperoxides for the synthesis of 1,2-dioxanes
Harris, Jason R.,Waetzig, Shelli R.,Woerpel
supporting information; experimental part, p. 3290 - 3293 (2009/12/05)
The cyclization of γ, δ-unsaturated tertiary hydroperoxides in the presence of a palladium(II) catalyst afforded 1,2-dioxanes resembling biologically active natural products. A variety of substrates were screened, and synthetic manipulations were accomplished to construct compounds with structural similarity to antimalarial targets.
Facile synthesis of β-ketoesters mediated by Sml2: Reformatsky reaction type selfcondensation
Park, Heui Sul,Lee, In Sang,Kim, Yong Hae
, p. 1673 - 1674 (2007/10/02)
α-Bromoesters are converted to β-ketoesters by treatment with samarium diiodide via self condensation under the mild conditions. The reaction appears to be initiated via the formation of samariun diiodide ester enolate for the Reformatsky reation type.
Yeast-Mediated Resolution of β-Keto Esters of Prochiral Alcohols
Hudlicky, Tomas,Tsunoda, Toshiya,Gadamasetti, Kumar G.,Murry, Jerry A.,Keck, Gary E.
, p. 3619 - 3623 (2007/10/02)
Several racemic alcohols were converted to their β-keto esters with diketene, and the resulting compounds were subjected to kinetic resolution by means of baker's yeast.The unreacted keto esters were separated from the reduced hydroxy esters by chromatography, and the products were analyzed for levels of enantiomeric excess.Chiral shift reagents, Mosher esters, and optical rotation of the enantiomers of the alcohols were the criteria used to determine the optical integrity of the resolved alcohols after hydrolysis of the esters.Absolute sterochemistry was determined for the resolution products of all the substrates.Some rationale is advanced to account for the observed levels of enantiomeric excess and for the apparent diastereospecifity of the enzymatic resolution.The utility of this process as means of resolution of prochiral alcohols as well as an application of such resolution to the preparation of both enantiomers of a pyrrolizidine alkaloid synthon are indicated.
