Literature DB >> 18722459

Highly enantioselective Friedel-Crafts reaction of indoles with 2-enoylpyridine 1-oxides catalyzed by chiral pyridine 2,6-bis(5',5'-diphenyloxazoline)-Cu(II) complexes.

Pradeep K Singh1, Vinod K Singh.   

Abstract

The catalytic enantioselective Friedel-Crafts reaction of indoles with 2-enoylpyridine 1-oxides has been studied in the presence of chiral pyridine 2,6-bis(5',5'-diphenyloxazoline)-Cu(II) complexes. The reaction furnished alkylated indoles in excellent yields (up to 97%) and enantioselectivities (up to 99% ee).

Entities:  

Year:  2008        PMID: 18722459     DOI: 10.1021/ol8016929

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


  3 in total

1.  Synthesis of β-Heteroaryl Propionates via Trapping of Carbocations with π-Nucleophiles.

Authors:  Tsung-Hao Fu; Amy Bonaparte; Stephen F Martin
Journal:  Tetrahedron Lett       Date:  2009-07-01       Impact factor: 2.415

2.  Iridium-catalyzed regio- and enantioselective N-allylation of indoles.

Authors:  Levi M Stanley; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

3.  Anomeric Stereoauxiliary Cleavage of the C-N Bond of d-Glucosamine for the Preparation of Imidazo[1,5-a]pyridines.

Authors:  Kui Zeng; Jin Ye; Xintong Meng; Sebastian Dechert; Martin Simon; Shuaiyu Gong; Ricardo A Mata; Kai Zhang
Journal:  Chemistry       Date:  2022-04-08       Impact factor: 5.020

  3 in total

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