Literature DB >> 28134526

Catalytic Asymmetric Synthesis of Chiral 2-Vinylindole Scaffolds by Friedel-Crafts Reaction.

Takayoshi Arai1, Akiko Tsuchida1, Tomoya Miyazaki1, Atsuko Awata1.   

Abstract

A chiral bis(imidazolidine)pyridine (PyBidine)-Ni(OTf)2 complex smoothly catalyzed an asymmetric Friedel-Crafts reaction of 2-vinylindoles with nitroalkenes to give chiral indoles in a highly enantioselective manner while maintaining the 2-vinyl functionality. The chiral 2-vinylindoles offer unique chiral scaffolds for diverse transformations.

Entities:  

Year:  2017        PMID： 28134526     DOI： 10.1021/acs.orglett.6b03584

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


  5 in total

1.  Catalytic enantioselective Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides.

Authors:  Feilong He; Guanghui Chen; Junxia Yang; Guojuan Liang; Ping Deng; Yan Xiong; Hui Zhou
Journal:  RSC Adv       Date:  2018-03-05       Impact factor: 4.036

2.  Catalytic asymmetric total syntheses of myrtucommuacetalone, myrtucommuacetalone B, and callistrilones A, C, D and E.

Authors:  Min-Jing Cheng; Jia-Qing Cao; Xin-Yi Yang; Li-Ping Zhong; Li-Jun Hu; Xi Lu; Bao-Long Hou; Ya-Jian Hu; Ying Wang; Xue-Fu You; Lei Wang; Wen-Cai Ye; Chuang-Chuang Li
Journal:  Chem Sci       Date:  2017-11-27       Impact factor: 9.825

3.  Rate Dependence on Inductive and Resonance Effects for the Organocatalyzed Enantioselective Conjugate Addition of Alkenyl and Alkynyl Boronic Acids to β-Indolyl Enones and β-Pyrrolyl Enones.

Authors:  Amy Boylan; Thien S Nguyen; Brian J Lundy; Jian-Yuan Li; Ravikrishna Vallakati; Sasha Sundstrom; Jeremy A May
Journal:  Molecules       Date:  2021-03-14       Impact factor: 4.411

Review 4.  Recent Advances in the Catalytic Asymmetric Friedel-Crafts Reactions of Indoles.

Authors:  Tauqir Ahmad; Sardaraz Khan; Nisar Ullah
Journal:  ACS Omega       Date:  2022-10-03

5.  Enantioselective Iridium-Catalyzed Allylation of Nitroalkanes: Entry to β-Stereogenic α-Quaternary Primary Amines.

Authors:  Woo-Ok Jung; Binh Khanh Mai; Brian J Spinello; Zachary J Dubey; Seung Wook Kim; Craig E Stivala; Jason R Zbieg; Peng Liu; Michael J Krische
Journal:  J Am Chem Soc       Date:  2021-06-21       Impact factor: 16.383
  5 in total

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