Literature DB >> 23151228

Assembly of spirooxindole derivatives via organocatalytic iminium-enamine cascade reactions.

Klaus Albertshofer1, Kimberly E Anderson, Carlos F Barbas.   

Abstract

The assembly of complex spirocyclopentaneoxindoles via a novel organocatalytic iminium-enamine cascade process is reported. Reactions between 3-substituted oxindoles and α,β-unsaturated aldehydes catalyzed by second generation prolinol ethers provided the desired products in high yield with excellent levels of enantioselectivity in a single step.

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Year:  2012        PMID： 23151228     DOI： 10.1021/ol302876c

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  3 in total

1.  Theoretical study of the mechanism of highly diastereoselective formation of a strained 3-azabicyclo[3.2.0]heptane derivative.

Authors:  Maryam Nemati; Nematollah Arshadi
Journal:  J Mol Model       Date:  2015-03-14       Impact factor: 1.810

Review 2.  Molecular diversity of spirooxindoles. Synthesis and biological activity.

Authors:  Tetyana L Pavlovska; Ruslan Gr Redkin; Victoria V Lipson; Dmytro V Atamanuk
Journal:  Mol Divers       Date:  2015-09-29       Impact factor: 2.943

3.  Construction of highly enantioenriched spirocyclopentaneoxindoles containing four consecutive stereocenters via thiourea-catalyzed asymmetric Michael-Henry cascade reactions.

Authors:  Yonglei Du; Jian Li; Kerong Chen; Chenglin Wu; Yu Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2017-07-07       Impact factor: 2.883
  3 in total

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