Sodium persulfate oxidative decarboxylation

The oxidative decarboxylation of aliphatic carboxylic acids is best achieved by treatment of the acid with LTA in benzene, in the presence of a catalytic amount of copper(II) acetate. The latter serves to trap the radical intermediate and so bring about elimination, possibly through a six-membered transition state. Primary carboxylic acids lead to terminal alkenes, indicating that carbocations are probably not involved. The reaction has been reviewed. The synthesis of an optically pure derivative of L-vinylglycine from L-aspartic acid (equation 14) is illustrative. The same transformation has also been effected with sodium persulfate and catalytic quantities of silver nitrate and copper(II) sulfate, and with the combination of iodosylbenzene diacetate and copper(II) acetate. ... 

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See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ ]

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