Draw a proposed catalytic cycle

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1. Give a step-by-step mechanism (showing appropriate curly arrows) for the formation of an imminium ion from the components shown below. How does the imminium ion compare to the precursor a,13-unsaturated aldehyde in terms of reactivity (specify what the other reaction partner might be when describing the reactivity differences)?

1268_Draw the enantiomer of proline.png

2. Draw the enantiomer of proline which would give rise to the absolute stereochemistry shown in the reaction below. Justify your answer by showing the key intermediate in the catalytic cycle and show a stereochemical model for the C-N bond formation.

435_Draw the enantiomer of proline1.png


3. Predict the product of the reaction shown below. Is the mode of catalysis is `enamine' or 'imminiumi. Draw a proposed catalytic cycle for the transformation. How does the catalyst activate the substrate?

1952_Draw the enantiomer of proline2.png

4. Predict the precursor in the reaction shown below. Is the mode of catalysis 'enamine' or 'imminium'? Draw a proposed catalytic cycle for the transformation. How does the catalyst activate the substrate?

616_Draw the enantiomer of proline3.png

Reference no: EM1368470

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