Direct $\gamma$-lactonization of aliphatic carboxylic acids proceeds via native carboxylate coordination, remote \gch{} cleavage, oxidation of the Pd complex to a high-valent palladium intermediate, and intramolecular C-O bond formation. None of these steps behave in the same way with respect to changes in substrate substitution, ligand identity, or peroxide concentration. Delivery of sodium percarbonate is classified by three types of substrates on the basis of reaction values of 3,3-dimethylbutyric acid, forty-three lactone products, three millimole-scale lactonizations, and three ring-openings, using L10/Pd catalysis. Ligand classification demonstrates the L10 catalyst environment as the productive one: lactone 2a is synthesized in 67\% yield with L10, while with L11 the yield is 51\%, with L7 the yield is 25\%, with L9 the yield is 16\%, and without the ligand the yield is less than 2\%. The product classification separates lactones into two domains: the \bq{} domain, which has yield ranges between 18\% and 89\%, and the \bnq{} domain, which has isolated yield ranges between 28\% and 38\%. The parent lactone 2ae gives 36\% isolated yield and 48\% NMR yield with L10, and less than 2\% without L9, thus proving that the 2,4,6-alkyl-substituted benzamide environment is necessary for the less substituted acids. \SCPD{} makes use of compact oxidant delivery in the case of conformation-favored products, such as 2o, 2v, and 2x, divided delivery in the case of benzylic or heteroatom-rich products, such as 2l, 2q, and 2r, and slow delivery with higher L10 loading in the case of \bnq{} acids, such as 2ae, 2ah, and 2ap. Conclusively, peroxide timing is not a variable in a cosmetic reaction but it results from the stability and rate of formation of the palladacyclic intermediate.

\(\gamma\)-lactonization,palladium catalysis,aliphatic carboxylic acids,sodium percarbonate,L10 ligand,C--H activation,reductive elimination,\(\beta\)-non-quaternary acids