Propose a plausible synthesis for the following transformation by completing the reaction diagram: Reaction 1: (1) O3; (2) H2O HC CNa Br2, hv Br2, H2O Intermediate product A:Reaction 2: (1) Hg(OAc)2, H2O; (2) NaBH4 (1) BH3-THF; (2) H2O2/ NaOH (1) NaOMe; (2) HBr, ROOR (1) t-BuOK; (2) HBr Intermediate product B: Reaction 3: OsO4, NMO EtI NaNH2 HC CNa Intermediate product C: Reaction 4: Cone

Propose a plausible synthesis for the following transformation by completing the reaction diagram: Reaction 1: (1) O3; (2) H2O HC CNa Br2, hv Br2, H2O Intermediate product A:Reaction 2: (1) Hg(OAc)2, H2O; (2) NaBH4 (1) BH3-THF; (2) H2O2/ NaOH (1) NaOMe; (2) HBr, ROOR (1) t-BuOK; (2) HBr Intermediate product B: Reaction 3: OsO4, NMO EtI NaNH2 HC CNa Intermediate product C: Reaction 4: Cone. H2SO4 H2, Pt H2, Lindlar's Catalyst t-BuOK Propose a plausible synthesis for the following transformation by completing the reaction diagram: Reaction 1: H2; Pt HBr; ROOR H3O+ Conc. H2SO4 Intermediate A: Reaction 2: H2; Pt HC CNa Br2 HBr Intermediate B: Reaction 3: OsO4; NMO H2; Lindlar's Catalyst HC CNa NaNH2 Intermediate C: Reaction 4: H3O+ t-BuOK (1) O3; (2) H2O (1) O3; (2) DMS Predict the reagent(s) required to convert 4,5-dimethylhex-2-yne to 4,5-dimethylhex-1-yne. HBr, ROOR 1) OsO4; 2) NaHSO3, H2O NaBr 1) xs NaNH2; 2) H3O+ HBr Predict the reagent(s) required to complete the following transformation: HBr 1) OsO4; 2) NaHSO3, H2O HBr, ROOR NaBr xs NaNH2