99512-11-5Relevant articles and documents
Free and immobilized lecitase ultra as the biocatalyst in the kinetic resolution of (E)‐4‐arylbut‐3‐en‐2‐yl esters
Chojnacka, Anna,Drozd, Rados?aw,G?adkowski, Witold,Le?niarek, Aleksandra,Szymańska, Magdalena
, (2020/03/17)
The influence of buffer type, co‐solvent type, and acyl chain length was investigated for the enantioselective hydrolysis of racemic 4‐arylbut‐3‐en‐2‐yl esters using Lecitase Ultra (LU). Immobilized preparations of the Lecitase Ultra enzyme had
Chemoenzymatic synthesis of trans-β-aryl-δ-hydroxy-γ-lactones and enzymatic kinetic resolution of their racemic mixtures
Skrobiszewski, Andrzej,G?adkowski, Witold,Maciejewska, Gabriela,Wawrzeńczyk, Czes?aw
, (2016/12/02)
Two novel and convenient routes to obtain enantiomerically enriched trans-β-aryl-δ-hydroxy-γ-lactones 5a-d with potential antifeedant and anticancer activity were developed. In the first method starting from corresponding enantiomers of γ,δ-unsaturated es
Catalytic stereospecific allyl-allyl cross-coupling of internal allyl electrophiles with allylB(pin)
Le, Hai,Batten, Amanda,Morken, James P.
, p. 2096 - 2099 (2014/05/06)
Application of internal electrophiles in catalytic stereospecific allyl-allyl cross-coupling enable the rapid construction of multisubstituted 1,5-dienes, including those with all carbon quaternary centers. Compounds with minimal steric differentiation ca
Facile synthesis of Z -alkenes via uphill catalysis
Singh, Kamaljeet,Staig, Shannon J.,Weaver, Jimmie D.
, p. 5275 - 5278 (2014/05/06)
Catalytic access to thermodynamically less stable Z-alkenes has recently received considerable attention. These approaches have relied upon kinetic control of the reaction to arrive at the thermodynamically less stable geometrical isomer. Herein, we present an orthogonal approach which proceeds via photochemically catalyzed isomerization of the thermodynamic E-alkene to the less stable Z-isomer which occurs via a photochemical pumping mechanism. We consider two potential mechanisms. Importantly, the reaction conditions are mild, tolerant, and operationally simple and will be easily implemented.
Highly enantioselective synthesis of 3-substituted furanones by palladium-catalyzed kinetic resolution of unsymmetrical allyl acetates
Mao, Bin,Ji, Yining,Fananas-Mastral, Martin,Caroli, Giuseppe,Meetsma, Auke,Feringa, Ben L.
supporting information; experimental part, p. 3168 - 3173 (2012/05/05)
Resolving the issue: A near-perfect Pd-catalyzed kinetic resolution of 1,3-disubstituted unsymmetrical allylic acetates uses silyl enol ethers as nucleophiles to access the important 3-substituted-furanone scaffold (see scheme; DACH=diaminocyclohexyl, dba=dibenzylideneacetone). The reaction proceeds under mild conditions and provides the desired products with excellent chemo-, regio-, and enantioselectivity. Copyright
Radical reactions in esters with alkoxy functionality chemistry an unusual alcohol moiety hydrogen abstraction
Yan, Ming-Chung,Jang, Yeong-Jiunn,Wu, Jhenyi,Lin, Yung-Feng,Yao, Ching-Fa
, p. 3685 - 3687 (2007/10/03)
Various geometrically pure (E)-alkenes have been synthesized by radical substitution of alcohol moieties generated via hydrogen abstraction within ethyl esters. These reactions occurred with high regioselectivity and gave a new access to 1-methyl-3-aryl-allyl esters.
