Hey, i know its prob too late to be helpful. But, could someone read over my synthesis so i have an idea whether i am on the right track myself... I am not new to organic chemistry, but im only started second year uni (tho i am a few steps ahead of the bulk of the year), anyway, so if i dont know i particular way to do a reaction i will just discribe my thoughts if someone is ever able to elaborate on them.
Anyway, so, looking at the product (second picture) i can see two 3-carbon chains, essentially a propyl substituant, and "propane chain"... i know its a hexane chain, but breaking it into the 3 carbon blocks...
So, the propyl chain can be added using H3CCH2CH2Li (can be made from propene- bromination-etc) or being only 3 carbons, may be allowed straight up... Now, it will attack at a carbonyl group and make an alcohol, so thats that taken care of provided we make 1,2-dibromopropanal.
So, to make 1,2-dibromopropanal, i was invisioning starting with 1propenol, oxidising with PCC (wont oxidise the double bond, and stops at aldehyde) to 1propenal- then reaction with Br2 to give 1,2-dibromopropanal.
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If Br2 would oxidise the aldehyde, then protection using Tosyl Alcohol (TsOH) and ethylene glycol in benzene.
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You can then alkylate this at the carbonyl using the n-propyl lithium, followed by acid work up.
Idk, but that seemed the simplest way? though i understand there would be many ways, but are there any major flaws in mine?