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Nitrones, cycloaddition with HOMO-LUMO interactions

The typical 1,3-dipolar cycloaddition reaction of nitrones with alkenes involves a dominant interaction of HOMO (nitrone) and LUMO (alkenes). The inverse-electron demand of the... [Pg.257]

Pyrazol-3-one derivatives have taken part in both 1,3-dipolar cycloaddition and Diels-Alder reactions. The 1,3-dipolar cycloaddition between (Z)-pyrazol-3-ones 694a g with an excess of ethyl vinyl ether gave the pyrazol-3-one-4-spiro-3-isoxazolidines 695a-g, in nearly quantitative yield (82G483) (Scheme 203). The kinetics of this reaction was studied by quantitative spectroscopic analysis. The rate of reaction increases with the electron-withdrawing character of the substituent on the aromatic ring and a linear relationship is obtained between logk and op constants. The LUMO nitrone-HOMO vinyl ether is taken as the dominant interaction. [Pg.253]

See other pages where Nitrones, cycloaddition with HOMO-LUMO interactions is mentioned: [Pg.213]    [Pg.1076]    [Pg.759]    [Pg.449]    [Pg.322]    [Pg.257]    [Pg.108]    [Pg.117]   
See also in sourсe #XX -- [ Pg.268 ]



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Cycloaddition with

HOMO-LUMO interactions 4 + 2 cycloadditions

HOMO/LUMO

LUMO

LUMOs

Nitronates cycloadditions

Nitrones cycloaddition

Nitrones, cycloaddition with interaction

Nitrones, cycloadditions

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