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Reactivity effects deprotonation/ carboxylation

A full paper on the conjugate addition of organolithium reagents to free a, -unsaturated carboxylic acids (rather than esters) has now appeared. Methyl groups at the a- and /3-carbon of the alk-2-enoic acid decrease reactivity as acceptors, and foster deprotonation, respectively. The lithium enediolate resulting from the conjugate addition can be intercepted by electrophiles. PM3 calculations are in agreement with the substituent effects. [Pg.488]

See other pages where Reactivity effects deprotonation/ carboxylation is mentioned: [Pg.32]    [Pg.25]    [Pg.453]    [Pg.453]    [Pg.242]    [Pg.268]    [Pg.230]    [Pg.360]    [Pg.300]    [Pg.246]    [Pg.143]    [Pg.172]    [Pg.167]    [Pg.191]    [Pg.261]    [Pg.319]    [Pg.670]   


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Carboxylates. reactivity

Carboxylic deprotonated

Reactivity carboxylic

Reactivity effects

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