99512-15-9Relevant academic research and scientific papers
Site-Selective α-Alkoxyl Alkynation of Alkyl Esters Mediated by Boryl Radicals
Guo, Ao,Han, Jia-Bin,Zhu, Lei,Wei, Yin,Tang, Xiang-Ying
supporting information, p. 2927 - 2931 (2019/04/17)
A novel method for site-selective C-H functionalization of ethyl acetate mediated by pyridine-boryl radicals is presented, delivering a variety of 4-phenylbut-3-yn-2-yl acetate derivatives under mild conditions. A distinguishing feature of this reaction i
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
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.
Enantioselective synthesis of β-substituted butyric acid derivatives via orthoester Claisen rearrangement of enzymatically resolved allylic alcohols: Application to the synthesis of (R)-(-)-baclofen
Brenna, Elisabetta,Caraccia, Nicola,Fuganti, Claudio,Fuganti, Daniela,Grasselli, Piero
, p. 3801 - 3805 (2007/10/03)
A three step synthesis of (R)-(-)-baclofen is described. The key step is the orthoester Claisen rearrangement of enantiopure allylic alcohol (S,E)-(-)-1a, affording γ,δ-unsaturated ester (S,E)-(+)-6 with high stereoselectivity. This latter derivative is converted into (R)-(-)-baclofen through a high yield one-pot reaction.
