Part 6: SYNTHESIS

Answers to the synthesis problems are given below.  These answers have been selected as they are short and efficient, but there are probably other reasonable solutions.  Note some targets have specific stereochemistry that needs to be considered.

When planning syntheses, one should try to work backwards by functional group analysis. The diagrams show the "retrosynthesis" - the design or plan and then below that the reaction scheme step-by-step (as required in the question). Red arrows try to show carbon-carbon bond forming reactions, blue arrows are functional group manipulations. The blue text rationalise the retrosynthetic analysis and information about important reactions are given in green.


A1

 


A2

 


B1

pentanal synthesis


B2


C1

3,4-dichlorohexane


C2

c2
(note that because the alkene must be cis and due to the anti stereochemistry of the normal chlorination reaction, we need to use a different way to make the cis-dichloride)


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