Literature DB >> 17727293

Organocatalytic enantioselective Friedel-Crafts reaction of pyrrole derivatives with imines.

Guilong Li1, Gerald B Rowland, Emily B Rowland, Jon C Antilla.   

Abstract

A highly enantioselective Friedel-Crafts reaction of pyrrole derivatives with N-acyl imines catalyzed by chiral phosphoric acids was developed. The reactions produced the pyrrole derivatives in high yields and enantioselectivity.

Entities:  

Year:  2007        PMID： 17727293     DOI： 10.1021/ol701881j

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


  6 in total

1.  Chiral phosphoric acid catalyzed addition of dihydropyrans to N-acyl imines: stereocontrolled access to enantioenriched spirocyclic oxazoletetrahydropyrans with three contiguous stereocenters.

Authors:  Guilong Li; Matthew J Kaplan; Lukasz Wojtas; Jon C Antilla
Journal:  Org Lett       Date:  2010-05-07       Impact factor: 6.005

2.  Rapid catalyst screening by a continuous-flow microreactor interfaced with ultra-high-pressure liquid chromatography.

Authors:  Hui Fang; Qing Xiao; Fanghui Wu; Paul E Floreancig; Stephen G Weber
Journal:  J Org Chem       Date:  2010-08-20       Impact factor: 4.354

3.  Highly enantioselective hydrogenation of enamides catalyzed by chiral phosphoric acids.

Authors:  Guilong Li; Jon C Antilla
Journal:  Org Lett       Date:  2009-03-05       Impact factor: 6.005

4.  Phosphoric acid-catalyzed atroposelective construction of axially chiral arylpyrroles.

Authors:  Lei Zhang; Shao-Hua Xiang; Jun Joelle Wang; Jian Xiao; Jun-Qi Wang; Bin Tan
Journal:  Nat Commun       Date:  2019-02-04       Impact factor: 14.919

5.  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

6.  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
  6 in total

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