Literature DB >> 21384932

Synthesis of substituted acetylenic epoxides followed by indium-catalyzed rearrangement to 2,3,5-trisubstituted furans.

Jun Yong Kang1, Brian T Connell.   

Abstract

Syntheses of various aromatic and aliphatic 2,3,5-trisubstituted furans from acetylenic epoxides are described. These epoxides are directly prepared by nucleophilic ring closure of propargylic alkoxides generated by lithium acetylide addition to α-haloketones.

Entities:  

Year:  2011        PMID: 21384932     DOI: 10.1021/jo2001353

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


  2 in total

1.  One-pot arylative epoxidation of ketones by employing amphoteric bromoperfluoroarenes.

Authors:  Zhou Li; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2011-12-15       Impact factor: 15.336

2.  Conformationally Biased Ketones React Diastereoselectively with Allylmagnesium Halides.

Authors:  Nicole D Bartolo; Krystyna M Demkiw; Jacquelyne A Read; Elizabeth M Valentín; Yingying Yang; Alexandra M Dillon; Chunhua T Hu; Michael D Ward; K A Woerpel
Journal:  J Org Chem       Date:  2022-02-15       Impact factor: 4.198

  2 in total

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