Literature DB >> 20865203

Highly organocatalytic asymmetric Michael-ketone aldol-dehydration domino reaction: straightforward approach to construct six-membered spirocyclic oxindoles.

Liang-Liang Wang1, Lin Peng, Jian-Fei Bai, Qing-Chun Huang, Xiao-Ying Xu, Li-Xin Wang.   

Abstract

An efficient Michael-ketone aldol-dehydration domino reaction has been developed to afford spiro[cyclohex-2-enone-oxindole] motifs with high yields (up to 99%), excellent diastereoselectivities (dr >20 : 1) and enantioselectivities (up to 96% ee).

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Year:  2010        PMID： 20865203     DOI： 10.1039/c0cc03032e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  5 in total

1.  Construction of bispirooxindoles containing three quaternary stereocentres in a cascade using a single multifunctional organocatalyst.

Authors:  Bin Tan; Nuno R Candeias; Carlos F Barbas
Journal:  Nat Chem       Date:  2011-05-08       Impact factor: 24.427

2.  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 3.  Recent advances in the development of polycyclic skeletons via Ugi reaction cascades.

Authors:  Jie Lei; Jiang-Ping Meng; Dian-Yong Tang; Brendan Frett; Zhong-Zhu Chen; Zhi-Gang Xu
Journal:  Mol Divers       Date:  2018-01-16       Impact factor: 2.943

4.  Highly diastereoselective cascade [5 + 1] double Michael reaction, a route for the synthesis of spiro(thio)oxindoles.

Authors:  Firouz Matloubi Moghaddam; Vahid Saberi; Ashkan Karimi
Journal:  Sci Rep       Date:  2021-11-24       Impact factor: 4.379

5.  Simple organocatalyst component system for asymmetric hetero Diels-Alder reaction of isatins with enones.

Authors:  Perumalsamy Parasuraman; Zubeda Begum; Madhu Chennapuram; Chigusa Seki; Yuko Okuyama; Eunsang Kwon; Koji Uwai; Michio Tokiwa; Suguru Tokiwa; Mitsuhiro Takeshita; Hiroto Nakano
Journal:  RSC Adv       Date:  2020-05-05       Impact factor: 4.036
  5 in total

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