Question

Identify the reagents necessary to achieve each of the transformations below.

HINT: You will need to use at least one reaction from this chapter and at least one reaction from the previous chapter. The essence of this problem is to choose reagents that will achieve the desired stereochemical outcome:

Choose from reagents (A-H): 1) Na, NH3 ( 1) H2, Lindlar's catalyst 2) OsO4, NMO 2) Br2 1) Na, NH3 () 1) NaNH2 4) Mel 2) Mel 5) Na, NH3 () 2) Br2 3) NaNH2 6) Os04, NMO 1) H2, Lindlar's catalyst 2) MCPBA 3) H2O 1) H2, Lindlar's catalyst 1) Na, NH3 () 2) OsO4, NMO 2) MCPBA 3) H2O 1) NaNH2 4) Mel 2) MeI 5) H2, Lindlar's catalyst 3) NaNH2 6) Os04, NMO If a reaction can be achieved by multiple reagents above, place answers in ascending order separated by a comma (e.g. A,C).

Answer 1