Stereospecific C–H functionalization of cyclobutanols 4a.
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Reaction conditions: 4 (0.5 mmol), Ru(PPh3)3Cl (0.2 mol%), Et2SiH2 (1.5 equiv.), THF, 35 °C; ii. [Ir(COD)Cl]2 (2.5 mol%), Me4Phen (6 mol%), A (1.0 equiv.), THF, 100 °C; iii. PhLi, THF, −78 °C; see the ESI for more details.
ii. [Ir(COD)Cl]2 (5 mol%), Me4Phen (12 mol%).
iii. KHCO3 (2.5 equiv.), KF (2.5 equiv.), H2O2 (10 equiv.), THF/MeOH (1 : 1), 50 °C.
ent-cis-4i (70% ee) was used.
ent-trans-4i (97% ee) was used.