Literature DB >> 30289720

Catalytic Asymmetric [4 + 3] Annulation of C, N-Cyclic Azomethine Imines with Copper Allenylidenes.

Yanfang Wang1, Liping Zhu2, Mengran Wang1, Jiale Xiong2, Nannan Chen2, Xing Feng1, Zhaoqing Xu1, Xianxing Jiang2.   

Abstract

The first asymmetric decarboxylative [4 + 3] annulation of propargylic carbamates with C, N-cyclic azomethine imines has been developed successfully by a copper- N-heterocyclic carbine system. This strategy led to a series of optically active isoquinoline-fused triazepine derivatives in good yields and with excellent enantio- and diastereoselectivities. Remarkably, Cu-allenylidene intermediates play a crucial role in this transformation.

Entities:  

Year:  2018        PMID： 30289720     DOI： 10.1021/acs.orglett.8b02828

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


  4 in total

1.  Two Catalytic Annulation Modes via Cu-Allenylidenes with Sulfur Ylides that Are Dominated by the Presence or Absence of Trifluoromethyl Substituents.

Authors:  Malla Reddy Gannarapu; Jun Zhou; Bingyao Jiang; Norio Shibata
Journal:  iScience       Date:  2020-03-20

Review 2.  An Update of Transition Metal-Catalyzed Decarboxylative Transformations of Cyclic Carbonates and Carbamates.

Authors:  Linhong Zuo; Teng Liu; Xiaowei Chang; Wusheng Guo
Journal:  Molecules       Date:  2019-10-31       Impact factor: 4.411

3.  Synthesis of Tetra-Substituted Trifluoromethyl-3,1-Benzoxazines by Transition-Metal-Catalyzed Decarboxylative Cyclization of N-Benzoyl Benzoxazinones.

Authors:  Hiroto Uno; Daichi Fujimoto; Kyosuke Harada; Chika Tanaka; Norio Shibata
Journal:  ChemistryOpen       Date:  2021-02-19       Impact factor: 2.630

4.  Stereodivergent propargylic alkylation of enals via cooperative NHC and copper catalysis.

Authors:  Yu-Hua Wen; Zi-Jing Zhang; Shuai Li; Jin Song; Liu-Zhu Gong
Journal:  Nat Commun       Date:  2022-03-15       Impact factor: 14.919
  4 in total

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