Reversal of Diastereoselectivity of Mesitonitrile Oxide 1,3-Dipolar Cycloadditions with Penta-1,4-diene-3-ol by Mg(II)

Micuch, P.; Fisera, E.; Cyrański, M.

Artykuł - szczegóły

Tytuł artykułu

Reversal of Diastereoselectivity of Mesitonitrile Oxide 1,3-Dipolar Cycloadditions with Penta-1,4-diene-3-ol by Mg(II)

Autorzy

Micuch P. , Fisera E. , Cyrański M.

Identyfikatory

Warianty tytułu

Języki publikacji

Abstrakty

1,3-Dipolar cycloadditions of mesitonitrile oxide (4) to penta-1,4-diene-3-ol (5) proceed regioselectively irrespective of the presence or absence of the Mg(II) additive. Addition of Grignard reagent reverses the diastereoselectivity of the cycloaddition. The reaction of mesitonitrile oxide with magnesium alkoxide of penta-1,4-diene-3-ol (5) proceeded with exclusive diastereoselectivity giving the syn 6b and 7c isomer of the resulting isoxazolines.

Słowa kluczowe

cycloaddition diastereoselection nitrile oxides isoxazolines Lewis acids

Wydawca

Polskie Towarzystwo Chemiczne

Czasopismo

Polish Journal of Chemistry

Rocznik

2005

Tom

Vol. 79 / nr 1

Strony

65--72

Opis fizyczny

Bibliogr. 24 poz., rys.

Twórcy

autor

Micuch P.

Department of Organic Chemistry, Slovak University of Technology, SK - 812 37 Bratislava, Slovak Republic

autor

Fisera E.

Department of Organic Chemistry, Slovak University of Technology, SK - 812 37 Bratislava, Slovak Republic

autor

Cyrański M.

Department of Chemistry, Warsaw University, 02 093 Warsaw, Poland

Bibliografia

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Typ dokumentu

Bibliografia

Identyfikator YADDA

bwmeta1.element.baztech-article-BUJ1-0025-0095