Literature DB >> 28665043

Iridium-Catalyzed Enantioselective Synthesis of Pyrrole-Annulated Medium-Sized-Ring Compounds.

Lin Huang1, Yue Cai1, Chao Zheng1, Li-Xin Dai1, Shu-Li You1,2.   

Abstract

Enantioselective synthesis of pyrrole-annulated medium-sized-ring compounds by an iridium-catalyzed allylic dearomatization/retro-Mannich/hydrolysis sequence is presented. Various substituted pyrrole-annulated seven- and eight-membered-ring products were obtained under mild reaction conditions with moderate to good yields and excellent enantioselectivity. Additionally, these products contain a scaffold widely distributed in natural products and biologically active compounds. The current method provides a convenient way for accessing such pyrrole-anuulated medium-sized-ring compounds.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  annulations; asymmetric catalysis; heterocycles; iridium; medium-sized rings

Year:  2017        PMID: 28665043     DOI: 10.1002/anie.201705068

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


  2 in total

1.  Stereodivergent Allylation of Azaaryl Acetamides and Acetates by Synergistic Iridium and Copper Catalysis.

Authors:  Xingyu Jiang; Philip Boehm; John F Hartwig
Journal:  J Am Chem Soc       Date:  2018-01-17       Impact factor: 15.419

2.  Switching the Regioselectivity Access to Pyrroles and Isoquinolines from Ketoxime Acetates and Ynals.

Authors:  Tanggao Liu; Fan Xu; Xiaojuan Liu; Zhiqing Huang; Lipeng Long; Guohai Xu; Hong Xiao; Zhengwang Chen
Journal:  ACS Omega       Date:  2020-11-23
  2 in total

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