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Predict whether a thioester (shown below) will be more reactive toward nucleophilic acyl substitution than an ester. In the same way that we did in class, draw the canonical forms for the resonance of the thioester as part of your explanation. a) In Topic 1 we discussed the Gabriel amine synthesis. The last step of this reaction is shown below. Draw the mechanism for this reaction to give the products shown. b) Predict which of the two structures shown would be more reactive towards Nucleophilic acyl substitution reactions (B_AC2 mechanism), giving your reasoning.
Predict whether a thioester (shown below) will be more reactive toward nucleophilic acyl substitution than an ester. In the same way that we did in class, draw the canonical forms for the resonance of the thioester as part of your explanation. a) In Topic 1 we discussed the Gabriel amine synthesis. The last step of this reaction is shown below. Draw the mechanism for this reaction to give the products shown. b) Predict which of the two structures shown would be more reactive towards Nucleophilic acyl substitution reactions (B_AC2 mechanism), giving your reasoning.
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Jarrod RobelLv2
12 Feb 2019
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