Question 17.8: How might you obtain the following compound using a Michael ...

Organic Chemistry with Biological Applications

How might you obtain the following compound using a Michael reaction?

S t r a t e g y

A Michael reaction involves the conjugate addition of a stable enolate ion donor to an α,β-unsaturated carbonyl acceptor, yielding a 1,5-dicarbonyl product. Usually, the stable enolate ion is derived from a β diketone, β-keto ester, malonic ester, or similar compound. The C–C bond made in the conjugate addition step is the one between the α carbon of the acidic donor and the β carbon of the unsaturated acceptor.

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