1,5 dicarbonyl relationships Flashcards by Grace Armitage | Brainscape

Q

Outline the mechanism for the formation of a 1,5 dicarbonyl species from an enone and a aldehyde/ketone

A

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Q

What is the challenge when synthesising 1,5 dicarbonyl species

A

Electrophilicity of the beta carbon

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Q

What does the Robinson annulation involve

A

Michael addition followed by an aldol reaction in which the alcohol is lost

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Q

Example mechanism for the Robinson annulation

A

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Q

Outline the mechanism for proton transfer

A

Involves the transfer of protons to exchange between enolate forms. Has to go via the ketone/aldehyde as the system is usually in base and cannot just ‘pick up’ protons

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