Chapter 23: Q30E (page 783)
Predict the product(s) and provide the mechanism for each reaction below.
Short Answer
The products are formed by the given reactants are given below.
Chapter 23: Q30E (page 783)
Predict the product(s) and provide the mechanism for each reaction below.
The products are formed by the given reactants are given below.
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Get started for freeThe Stork enamine reaction and the intramolecular aldol reaction can be carried out in sequence to allow the synthesis of cyclohexanones. For example, the reaction of the pyrrolidine enamine of cyclohexanone with 3-buten-2-one, followed by enamine hydrolysis and base treatment, yields the product indicated. Write each step, and show the mechanism of each.
The following reactions are unlikely to provide the indicated product in high yield. What is wrong with each?
How would you prepare the following compounds from cyclohexanone?
Intramolecular aldol cyclization of 2,5-heptanedione with aqueous NaOH yields a mixture of two enone products in the approximate ratio 9;1. Write their structures, and show how each is formed.
Which of the following compounds would you expect to undergo aldol self-condensation? Show the product of each successful reaction.
(a) Trimethyl acetaldehyde
(b) Cyclobutanone
(c) Benzophenone (diphenyl ketone)
(d) 3-Pentanone
(e) Decanal
(f) 3-Phenyl-2-propenal
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