Literature DB >> 30394638

N-Heterocyclic Carbene Catalyzed Quadruple Domino Reactions: Asymmetric Synthesis of Cyclopenta[c]chromenones.

Qiang Liu1, Xiang-Yu Chen1, Rakesh Puttreddy2, Kari Rissanen2, Dieter Enders1.   

Abstract

An N-heterocyclic carbene catalyzed domino sequence via α,β-unsaturated acyl azolium intermediates has been developed. This strategy provides a convenient enantioselective route to functionalized tricyclic coumarin derivatives and cyclopentanes. DFT studies and control experiments were performed to gain better insight into the reaction mechanism.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  N-heterocyclic carbenes; chromenones; density functional calculations; domino reactions; organocatalysis

Year:  2018        PMID: 30394638     DOI: 10.1002/anie.201810402

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  2 in total

Review 1.  Recent advances of N-heterocyclic carbenes in the applications of constructing carbo- and heterocyclic frameworks with potential biological activity.

Authors:  Mei-Mei Li; Xiaozhen Chen; Yun Deng; Jun Lu
Journal:  RSC Adv       Date:  2021-11-26       Impact factor: 4.036

2.  Construction of cyclopentane-fused coumarins via DBU-catalyzed [3+2] cycloaddition of 3-homoacyl coumarins with cyclic 1-azadienes.

Authors:  Huawei Lin; Huimin Yang; Qi Gong; Shan Luo; Jing Gu; Xiaoqun Cao; Biming Mao; Yanqing Ge; Chunhao Yuan
Journal:  RSC Adv       Date:  2021-06-04       Impact factor: 4.036

  2 in total

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