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Robinson Annulation

Definition: What is Robinson Annulation?

Robinson annulation is an organic chemical reaction used to construct a six-membered ring structure. This method uses a ketone and an α, β-unsaturated ketone to form a bicyclic system containing a substituted cyclohexenone system in a sequential combination of Michael addition and intramolecular aldol condensation. The word ‘annulation’ means ‘building a ring.’ [1-5]

Robinson Annulation

The history of this chemical reaction goes back to 1935 when British organic chemist and Nobel laureate Robert Robinson created a six-member ring by forming three new carbon-carbon bonds.

Examples of Robinson Annulation [6]

Robinson Annulation Examples

Mechanism of Robinson Annulation [6-8]

Robinson Annulation Mechanism Michael Addition

Robinson Annulation Mechanism Aldol Condensation

Applications of Robinson Annulation [4,6]

Robinson annulation is used in the synthesis of various useful products such as antibiotics and steroids. Cyclohexenone and its derivatives prepared through this method are used in various natural products.


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