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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Draw and name the seven aldehydes and ketones with the formula . Which are chiral?
Question: Predict the products of the wolff-Kishner reduction reactions below. Provide the electron pushing mechanism for each, beginning from the hydrazone intermediate.
Compound A, M+= 86, shows an IR absorption at 1730 cm-and a very simple 1HNMR spectrum with peaks at 9.7 (1 H, singlet) and 1.2 (9 H, singlet). Propose a structure for A.
Cyclohexanone forms a cyanohydrin in good yield but 2,2,6-trimethylcyclohexanonedoes not. Explain.
The Wharton reaction converts an epoxy ketone to an allylic alcohol by reaction with hydrazine. Propose a mechanism. (Hint: Review the Wolff鈥揔ishner reaction in Section 19-9.)

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