Chapter 19: Q22P (page 624)
How might conjugate addition reactions of lithium diorganocopper reagents be used to synthesize the following compounds?

Short Answer
(a)

(b)

(c)

(d)

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Chapter 19: Q22P (page 624)
How might conjugate addition reactions of lithium diorganocopper reagents be used to synthesize the following compounds?

(a)

(b)

(c)

(d)

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Each of the following reaction schemes contains one or more flaws.
What is wrong in each case? How would you correct each scheme?
(a)

(b)

(c)

The SN2 reaction of (dibromomethyl)benzene, C6H5CHBr2, withNaOH yields benzaldehyde rather than (dihydroxymethyl)benzene,C6H5CH(OH)2. Explain.
Imine formation is reversible. Show all the steps involved in the acid-catalyzed reaction of an imine with water (hydrolysis) to yield an aldehyde or ketone plus primary amine.
When crystals of pure -glucose are dissolved in water, isomerization occurs slowly to produce -glucose. Propose a mechanism for isomerization.

Ketones react with dimethylsulfonium methylide to yield epoxides. Suggest a mechanism for the reaction.

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