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    Im not sure about the mechanism for this reaction.. i've given the final product below, I don't know what happens to the oxygens or hydrogen on the nitrogen
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    What solvent/conditions are you using?

    That is deffo your final product?
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    (Original post by Pigster)
    What solvent/conditions are you using?

    That is deffo your final product?
    This image has all the information we've been given
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    The attack from the lone pair on the N to the C of C=O would end up making an imine!
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    (Original post by Pigster)
    The attack from the lone pair on the N to the C of C=O would end up making an imine!
    yes ive drawn it wrong, i still don't understand where the oxygen goes though :/
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    So, what were you given? the nitrodiketone start point and the heterocyclic product?
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    (Original post by Pigster)
    So, what were you given? the nitrodiketone start point and the heterocyclic product?
    yes
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    (Original post by jacksonmeg)
    yes
    You need to transform the carbonyls into something which is a good leaving group.
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    (Original post by alow)
    You need to transform the carbonyls into something which is a good leaving group.
    i was thinking of H2O+ groups but i don't know if to just presume there will be water or H+ in solvent
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    (Original post by jacksonmeg)
    i was thinking of H2O+ groups but i don't know if to just presume there will be water or H+ in solvent
    Or just do reductive amination. Your choice.

    For an SN2 I wouldn't add protons, as the amino group would be protonated and make the amine lone pair a pretty bad nucleophile. What R-OX groups do you know that are good leaving groups?

    Does the reaction have to be stereoselective?
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    (Original post by alow)
    Or just do reductive amination. Your choice.

    For an SN2 I wouldn't add protons, as the amino group would be protonated and make the amine lone pair a pretty bad nucleophile. What R-OX groups do you know that are good leaving groups?
    i dont think i can, i just have to do the mechanism for the reaction they listed
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    (Original post by alow)
    Or just do reductive amination. Your choice.

    For an SN2 I wouldn't add protons, as the amino group would be protonated and make the amine lone pair a pretty bad nucleophile. What R-OX groups do you know that are good leaving groups?

    Does the reaction have to be stereoselective?
    I think so, but i dont need to explain the steroselectivity. I cant think of any leaving groups you could make with no conditions giving...
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    (Original post by jacksonmeg)
    i dont think i can, i just have to do the mechanism for the reaction they listed
    What exactly have they given you? You can't just write a mechanism if you don't know the reagents.

    (Original post by jacksonmeg)
    I think so, but i dont need to explain the steroselectivity. I cant think of any leaving groups you could make with no conditions giving...
    Never heard of a tosylate?
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    (Original post by alow)
    What exactly have they given you? You can't just write a mechanism if you don't know the reagents.



    Never heard of a tosylate?
    hang on ill get the full question
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    (Original post by alow)
    What exactly have they given you? You can't just write a mechanism if you don't know the reagents.



    Never heard of a tosylate?
    full question
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    (Original post by jacksonmeg)
    full question
    Okay. What will H2 / Pd / C do to a carbonyl?
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    (Original post by jacksonmeg)
    full question
    Hydrogenation of imine / iminimum intermediates. This will also explain relative stereochemistry.
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    (Original post by alow)
    Okay. What will H2 / Pd / C do to a carbonyl?
    reduce to alcohol?
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    (Original post by TeachChemistry)
    Hydrogenation of imine / iminimum intermediates. This will also explain relative stereochemistry.
    i havent made a imine intermediate ... i dont know how to get there
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    (Original post by jacksonmeg)
    reduce to alcohol?
    Nope. It won't do much, unless you give it a lot of time.

    (Original post by jacksonmeg)
    i havent made a imine intermediate ... i dont know how to get there
    Assume you have a protic solvent/proton donor.
 
 
 
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