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. Author manuscript; available in PMC: 2023 Jun 1.
Published in final edited form as: Nat Rev Chem. 2022 May 17;6(6):405–427. doi: 10.1038/s41570-022-00388-4

Fig. 4 ∣. Timeline of representative Kharasch-Sosnovsky (K-S)-type reactions.

Fig. 4 ∣

a ∣ Original Kharasch-Sosnovsky reaction. b ∣ Kharasch-Sosnovsky reaction mechanism. c ∣ First asymmetric allylic oxidation. d ∣ Synthesis of triterpenes. e ∣ Examples of asymmetric allylic oxidation. f ∣ Cross-coupling reaction of benzylic C─H bonds and 1,3-dicarbonyl compounds. g ∣ An alternative HAT reagent. h ∣ C─N bond formation reaction. i ∣ Mechanistic insights for C─N bond formation. j ∣ Allylic oxidation with limiting C─H substrate. k ∣ Cross coupling of benzylic C─H bonds and arylboronic esters. l ∣ Cross coupling of C(sp3)─H and C(sp2)─H bonds. TBS, tert-butyldimethylsilyl; BPhen, bathophenanthroline; N~N, β-diketiminate ligand: 2,4-bis-(2,6-dichlorophenylimino)pentyl; Ad, 1-adamantyl; Phen, phenanthroline; phd, 1,10-phenanthroline-5,6-dione.