Literature DB >> 28431208

Copper-Catalyzed Chemoselective and Enantioselective Friedel-Crafts 1,2-Addition of Pyrrole with β,γ-Unsaturated α-Ketoesters.

Jianan Sun1, Yanbin Hu1, Yanan Li1, Sheng Zhang1, Zhenggen Zha1, Zhiyong Wang1.   

Abstract

A Friedel-Crafts alkylation of pyrrole was developed to afford the β,γ-unsaturated α-hydroxy esters bearing a quaternary stereogenic center with good enantioselectivities and yields. This protocol represents the first report of 1,2-addition of Friedel-Crafts alkylation of pyrrole to β,γ-unsaturated α-ketoesters.

Entities:  

Year:  2017        PMID: 28431208     DOI: 10.1021/acs.joc.7b00159

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

Review 1.  Further developments of β,γ-unsaturated α-ketoesters as versatile synthons in asymmetric catalysis.

Authors:  Ruixian Deng; Tian-Jiao Han; Xiang Gao; Yuan-Fu Yang; Guang-Jian Mei
Journal:  iScience       Date:  2022-02-11

2.  Synthesis of 1-(β-coumarinyl)-1-(β-indolyl)trifluoroethanols through regioselective Friedel-Crafts alkylation of indoles with β-(trifluoroacetyl)coumarins catalyzed by Sc(OTf)3.

Authors:  Lijun Shi; Ying Liu; Caixia Wang; Xinxin Yuan; Xiaobiao Liu; Lulu Wu; Zhenliang Pan; Qicheng Yu; Cuilian Xu; Guoyu Yang
Journal:  RSC Adv       Date:  2020-04-15       Impact factor: 4.036

3.  Lewis Acid-Catalyzed Enantioselective Friedel-Crafts Alkylation of Pyrrole in Water.

Authors:  Jianan Sun; Yang Gui; Yekai Huang; Jindong Li; Zhenggen Zha; Yu Yang; Zhiyong Wang
Journal:  ACS Omega       Date:  2020-05-11
  3 in total

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