Literature DB >> 21739981

Atropisomerism-induced facial selectivity in nitrile oxide cycloadditions with 5-methylenehydantoins.

Anna M Said1, G Paul Savage.   

Abstract

N-Aryl 5-methylenehydantoins underwent nitrile oxide cycloaddition with benzonitrile oxide to give 5-spiro isoxazoline adducts with complete regioselectivity. Atropisomerism around the N-aryl bond also led to facial selectivity in these cycloadditions.

Entities:  

Year:  2011        PMID： 21739981     DOI： 10.1021/jo2011818

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


  5 in total

1.  Parallel Solid-Phase Synthesis of disubstituted 3-(1H-benzo[d]imidazol-2-yl)imidazolidine-2,4-diones and 3-(1H-benzo[d]imidazol-2-yl)-2-thioxoimidazolidin-4-ones.

Authors:  Sureshbabu Dadiboyena; Adel Nefzi
Journal:  Tetrahedron Lett       Date:  2011-12-28       Impact factor: 2.415

2.  Aldol Reactions of Axially Chiral 5-Methyl-2-(o-aryl)imino-3-(o-aryl)-thiazolidine-4-ones.

Authors:  Sule Erol Gunal; Ilknur Dogan
Journal:  Molecules       Date:  2016-06-18       Impact factor: 4.411

3.  [3+2]-Cycloaddition of azomethine ylides to 5-methylidene-3-aryl-2-сhalcogen-imidazolones: access to dispiro indolinone-pyrrolidine-imidazolones.

Authors:  Maxim E Kukushkin; Alexandra A Kondratieva; Nikita A Karpov; Dmitry E Shybanov; Viktor A Tafeenko; Vitaly A Roznyatovsky; Yuri K Grishin; Anna A Moiseeva; Nikolai V Zyk; Elena K Beloglazkina
Journal:  R Soc Open Sci       Date:  2022-03-09       Impact factor: 2.963

4.  Diastereoselective synthesis of atropisomeric pyrazolyl pyrrolo[3,4-d]isoxazolidines via pyrazolyl nitrone cycloaddition to facially divergent maleimides: intensive NMR and DFT studies.

Authors:  Awad I Said; Talaat I El-Emary
Journal:  RSC Adv       Date:  2020-01-06       Impact factor: 4.036

5.  Aryl nitrile oxide cycloaddition reactions in the presence of pinacol boronic acid ester.

Authors:  Sarah L Harding; Sebastian M Marcuccio; G Paul Savage
Journal:  Beilstein J Org Chem       Date:  2012-04-19       Impact factor: 2.883
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.