Fig. 4: Mechanistic studies.
a, Reaction of BCB 1c with butanol-d1. b, Reaction profile monitored by 1H NMR spectroscopy, using 1d as a substrate and methanol as a nucleophile. c, Hydroalkoxylation with BCB 1c and etherification of the corresponding alcohol and ester. d, A plausible catalytic cycle and density functional theory study of the reaction mechanism. e, Comparison of the IGMH map between (R)-TS2, (S)-TS2, (R)-TS3 and (S)-TS3. A green isosurface represents the dispersion interactions; a blue isosurface represents the hydrogen-bond interactions. PTSA, p-toluenesulfonic acid; MeCy, methylcyclohexane; TS, transition state.
