Literature DB >> 20131823

Organocatalytic asymmetric formal [4 + 2] cycloaddition for the synthesis of spiro[4-cyclohexanone-1,3'-oxindoline] derivatives in high optical purity.

Qiang Wei1, Liu-Zhu Gong.   

Abstract

A bifunctional organocatalytic asymmetric formal [4 + 2] cycloaddition reaction of Nazarov reagents and methyleneindolinones afforded spiro[4-cyclohexanone-1,3'-oxindoline] derivatives with excellent enantioselectivity (up to 98% ee).

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Year:  2010        PMID： 20131823     DOI： 10.1021/ol100020v

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


  7 in total

1.  Asymmetric synthesis of allenyl oxindoles and spirooxindoles by a catalytic enantioselective Saucy-Marbet Claisen rearrangement.

Authors:  Trung Cao; Joshua Deitch; Elizabeth C Linton; Marisa C Kozlowski
Journal:  Angew Chem Int Ed Engl       Date:  2012-01-27       Impact factor: 15.336

2.  Copper(II)- and palladium(II)-catalyzed enantioselective Claisen rearrangement of allyloxy- and propargyloxy-indoles to quaternary oxindoles and spirocyclic lactones.

Authors:  Trung Cao; Elizabeth C Linton; Joshua Deitch; Simon Berritt; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2012-12-04       Impact factor: 4.354

3.  Enantioselective Synthesis of Spiro[cyclohexane-1,3'-indolin]-2'-ones Containing Multiple Stereocenters via Organocatalytic Michael/Aldol Cascade Reactions.

Authors:  Arun K Ghosh; Bing Zhou
Journal:  Tetrahedron Lett       Date:  2013-05-08       Impact factor: 2.415

Review 4.  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

5.  Stereoselective syntheses of functionalized spirocyclopenteneoxindoles via triphenylphosphine-catalyzed [3+2] cycloaddition reactions.

Authors:  Qing-Fa Zhou; Xue-Ping Chu; Fei-Fei Ge; Cheng Li; Tao Lu
Journal:  Mol Divers       Date:  2013-06-19       Impact factor: 2.943

6.  Cross-trienamines in asymmetric organocatalysis.

Authors:  Kim Søholm Halskov; Tore Kiilerich Johansen; Rebecca L Davis; Marianne Steurer; Frank Jensen; Karl Anker Jørgensen
Journal:  J Am Chem Soc       Date:  2012-07-30       Impact factor: 15.419

Review 7.  (Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers.

Authors:  Giorgos Koutoulogenis; Nikolaos Kaplaneris; Christoforos G Kokotos
Journal:  Beilstein J Org Chem       Date:  2016-03-10       Impact factor: 2.883
  7 in total

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