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Propose structures for U and V in the scheme below and, using curly arrows, draw the mechanisms for BOTH steps. (a) CO2Et Cl NEt3 CH2Cl2 NaH DMF (6 marks) A chemist is attempting to make X from W using ammonia. Explain why this is not a good approach, drawing all the possible products that might form. Suggest ONE alternative method for the synthesis of X, also starting from W. (b) (6 marks) Draw BOTH possible Fischer projections for glyceraldehyde Y and assign them both as D- or L- AND (R)- or (S)- (c) ?? Glyceraldehyde Y (8 marks)

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ph ge, +heve multiproduct-S are ph o, es is mood orneterod 2 P h P h KOH CHo Ctte Ctt2 OH D , R L, s

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