(a) Draw the mechanism for the following transformation including reagents and any isolable species throughout the process. Please clearly indicate bond cleavage/formation by curly arrows. -CO₂Me

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(a) Draw the mechanism for the following transformation including reagents and any isolable species
throughout the process. Please clearly indicate bond cleavage/formation by curly arrows.
-CO₂Me
(b) The natural product nuciferal was synthesized by the route summarized below.
OH
BrMg.
?
HO
?
?
CHO
OH
HBr
? (2 steps)
CHO
CHO
Nuciferal
Complete the synthesis above, suggesting the missing 2nd structure and reagents for each
step. No mechanistic details required in your answer for this question.
If nuciferal is to react with Me₂CuLi, what will happen? Suggest the product structure and
draw the mechanism of that reaction.
Transcribed Image Text:(a) Draw the mechanism for the following transformation including reagents and any isolable species throughout the process. Please clearly indicate bond cleavage/formation by curly arrows. -CO₂Me (b) The natural product nuciferal was synthesized by the route summarized below. OH BrMg. ? HO ? ? CHO OH HBr ? (2 steps) CHO CHO Nuciferal Complete the synthesis above, suggesting the missing 2nd structure and reagents for each step. No mechanistic details required in your answer for this question. If nuciferal is to react with Me₂CuLi, what will happen? Suggest the product structure and draw the mechanism of that reaction.
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