Literature DB >> 20146508

An enantioselective approach to highly substituted tetrahydrocarbazoles through hydrogen bonding-catalyzed cascade reactions.

Xu-Fan Wang1, Jia-Rong Chen, Yi-Ju Cao, Hong-Gang Cheng, Wen-Jing Xiao.   

Abstract

A hydrogen bonding-mediated double Michael addition-aromatization cascade of 2-propenylindoles and nitroolefins has been disclosed. The methodology allows an efficient synthesis of diverse and structurally complex tetrahydrocarbazoles in good to excellent enantioselectivities and diastereoselectivities.

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Year:  2010        PMID： 20146508     DOI： 10.1021/ol1001818

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


  3 in total

1.  Chiral Brønsted base-promoted nitroalkane alkylation: enantioselective synthesis of sec-alkyl-3-substituted indoles.

Authors:  Mark C Dobish; Jeffrey N Johnston
Journal:  Org Lett       Date:  2010-11-19       Impact factor: 6.005

2.  Catalytic Asymmetric Reactions of 4-Substituted Indoles with Nitroethene: A Direct Entry to Ergot Alkaloid Structures.

Authors:  Simone Romanini; Emilio Galletti; Lorenzo Caruana; Andrea Mazzanti; Fahmi Himo; Stefano Santoro; Mariafrancesca Fochi; Luca Bernardi
Journal:  Chemistry       Date:  2015-10-21       Impact factor: 5.236

3.  Enantioselective gold-catalyzed intermolecular [2+2] versus [4+2]-cycloadditions of 3-styrylindoles with N-allenamides: observation of interesting substituent effects.

Authors:  Yidong Wang; Peichao Zhang; Yuan Liu; Fei Xia; Junliang Zhang
Journal:  Chem Sci       Date:  2015-06-23       Impact factor: 9.825
  3 in total

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