Reagents 1. HCl
2. HBr
3. H2O, H2SO4
4. Br2
5. Cl2
6. H2, Pd
7. Br2, H2O
8. Cl2, H2O
9. OSO4 then NaHSO3
10. Hg(OAC)2, H2O then NaBH4
11. BH3 then H2O2, NaOH
12. O3 then (CH3)2S
13. 2 equivalents of NaNH2
14. H2, Lindlar's catalyst
15. Na / NH3
16. H2SO4, HgSO4
17. (sia)2BH then H2O2, NaOH
18. 1 equivalent of NaNH2
The above synthesis scheme was designed using the Organic Chemistry Roadmaps. In this scheme, identify the reagents necessary to accomplish the following steps in the production of (3R,4S)-3,4-dibromohexane from acetylene:
Step 4:
Step 1:
Step 3: