Literature DB >> 12054980

Intramolecular cycloadditions of alpha-allyloxycarbonylnitrones: stereoselective synthesis of 3-amino-2(5H)furanones.

Ugo Chiacchio1, Antonino Corsaro, Daniela Iannazzo, Anna Piperno, Antonio Procopio, Antonio Rescifina, Giovanni Romeo, Roberto Romeo.   

Abstract

Treatment of furoisoxazolidines with NaH leads to functionalized 3-amino-2(5H)-furanones through a new rearrangement pattern of the isoxazolidine nucleus. This process has been usefully exploited for the synthesis of enantiomerically pure (5R)-3-alkylamino-5-methyl-2(5H)-furanones.

Entities:  

Year:  2002        PMID: 12054980     DOI: 10.1021/jo025626h

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


  1 in total

1.  Solid-phase synthesis of optically active substituted 2 aminofuranones using an activated carbonate linker.

Authors:  Dimitris Matiadis; Kyriakos C Prousis; Olga Igglessi-Markopoulou
Journal:  Molecules       Date:  2009-09-30       Impact factor: 4.411

  1 in total

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