Taxol side chain: spot the regiochemistry flaw
Single questionTwo-step SAAH route to the Taxol side chain: Sharpless aminohydroxylation of methyl cinnamate, then ester hydrolysis. The catalyst, conditions, and reaction class match. Check which carbon of the alkene ends up with the OH versus the NHBz.
Sharpless asymmetric aminohydroxylation regiochemistry
Why N goes to the benzylic carbon of methyl cinnamate
Distinguishing 2,3-isoserine regioisomers
Find the flaw
Click the step that contains the flaw, or pick “No flaw” if you think every step is correct.
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