Tetrahedron p. 831 - 846 (1999)
Update date:2022-08-04
Topics:
Aurell, Maria Jose
Banuls, Maria Jose
Mestres, Ramon
Munoz, Elena
Reaction of tert-butyllithium with p- and m-substituted cinnamic acids at low temperature affords mixtures of 1,4- and 1,3-addition products, whose composition depend on the nature of the substituents. Electron-donating and electron-withdrawing groups favour 1,4- and 1,3-additions, respectively. Linear correlations are obtained with electronic effect and with radical substituent constants.
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