Literature DB >> 25351884

Highly enantioselective ring-opening reactions of aziridines with indole and its application in the building of C3-halogenated pyrroloindolines.

Dongxu Yang1, Linqing Wang, Fengxia Han, Dan Li, Depeng Zhao, Yiming Cao, Yunxia Ma, Weidong Kong, Quantao Sun, Rui Wang.   

Abstract

A magnesium-catalyzed asymmetric ring-opening reaction of aziridine with indole has been realized by employing commercially available chiral ligands. Both of the enantiomers of the ring-opening product could be obtained with good yields and a high level of enantioselectivity. The corresponding ring-opening product could be further transformed to various types of enantioenriched C3 -halogenated-pyrroloindolines.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric synthesis; cyclization; magnesium; ring-opening reactions

Year:  2014        PMID: 25351884     DOI: 10.1002/chem.201404354

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  3 in total

1.  Elucidation of the Reaction Mechanism of C2 + N1 Aziridination from Tetracarbene Iron Catalysts.

Authors:  Sara B Isbill; Preeti P Chandrachud; Jesse L Kern; David M Jenkins; Sharani Roy
Journal:  ACS Catal       Date:  2019-05-31       Impact factor: 13.084

2.  Palladium-Catalyzed, Enantioselective Desymmetrization of N-Acylaziridines with Indoles.

Authors:  Kinney Van Hecke; Tyler R Benton; Michael Casper; Dustin Mauldin; Brandon Drake; Jeremy B Morgan
Journal:  Org Lett       Date:  2021-10-05       Impact factor: 6.072

3.  Palladium-Catalyzed, Enantioselective Heine Reaction.

Authors:  Molly Punk; Charlotte Merkley; Katlyn Kennedy; Jeremy B Morgan
Journal:  ACS Catal       Date:  2016-06-15       Impact factor: 13.084

  3 in total

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