Question: Propose a possible retrosynthesis for the following three ( 3 ) target molecules ( I , II and III ) at the indicated site of

Propose a possible retrosynthesis for the following three (3) target molecules (I, II and III) at the indicated site of disconnection. Only show the approach (retrons/synthons and synthetic equivalents) that is likely to result in a successful reaction. A final synthesis is not required.
[34 marks]
Consider the compound IV below with eight (8) indicated protecting groups and answer the questions below.
i. Indicate by letter the group(s) that will likely cleave upon treatment of compound IV with TBAF in THF.
ii. Provide the reagents and conditions (solvents etc.) necessary to protect amine H as a t-benzyl carbamate (R2NCBz).
iii. Protecting group B is an example of a cyclic dithioketal. Provide an alternative name for this functional group.
1
iv. Indicate by letter the group that can be selectively cleaved with BBr3,THF.
v. Draw the product of reaction of IV with AgNO3,EtOH.
[3+2+1+1+2 marks ]
In each of the following three cases, draw the products x,Y and Z, you would expect to be formed when compound shown below is separately treated with EACH of the following reagents.
[32 marks]
Give the reagent(s), conditions etc. needed to selectively protect the substrates below to the desired product.
 Propose a possible retrosynthesis for the following three (3) target molecules

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