Literature DB >> 25665533

Indium triflate-catalyzed stereoselective tandem intramolecular conjugate addition of secondary amines to α,β-bisenones.

Bodakuntla Thirupathaiah1, SungYong Seo.   

Abstract

We report an indium triflate-catalyzed stereoselective intramolecular tandem conjugate addition of secondary amines to α,β-bisenones to afford a 1,2,3-trisubstituted six-membered ring bearing diketone substituents in good to excellent yields at room temperature. Various kinds of α,β-bisenones and amines were employed to expand the scope of this chemistry. Intramolecular trapping of indium-enolate by the tethered electrophiles resulted in the stereoselective formation of three contiguous stereogenic centers.

Entities:  

Year:  2015        PMID: 25665533     DOI: 10.1039/c4cc10016f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  1 in total

1.  Reagent-controlled regiodivergent intermolecular cyclization of 2-aminobenzothiazoles with β-ketoesters and β-ketoamides.

Authors:  Irwan Iskandar Roslan; Kian-Hong Ng; Gaik-Khuan Chuah; Stephan Jaenicke
Journal:  Beilstein J Org Chem       Date:  2017-12-18       Impact factor: 2.883

  1 in total

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