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Asked Dec 3, 2019
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Synthesize the following compounds from the given starting material. You can add on any alkyl/ alkyl halide under 8 carbons or any necessary inorganic reagent needed (this includes triphenyl phosphine (Ph3P).  Please draw all intermediates and reagents necessary to get to the product

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Step 1

The given compound is synthesis as follows,

 

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Given,

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Step 2

The given compound (1) undergoes radical bromination using NBS which yields corresponding brominated compound (2, Bromination reactions are more selective reaction). Potassium tert-butoxide abstract the proton from brominated compound (2) gives alkene (3, elimination reaction). The alkene (3) reacts with ozone which cleaves the double bond followed by work up with dimethyl sulfide forms di ketone (4...

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Reaction: t-BUOK NBS Br Br2 (3) Bromination (2) (1) O3 Ozonolysis (CH3)2S Appel reaction Aldol condensation PPH3 NaOH CI4 H. Но (6) Grignard Mg (4) (5) reaction Ether CH3I CIM9 (7) (8)

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