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.
• Języki publikacji: EN

Abstrakty

EN

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

EN

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

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