Robinson-Schöpf condensation

What is Robinson-Schöpf condensation?

The Robinson tropinone synthesis, also known as the Robinson synthesis, Robinson-Schöpf reaction, Robinson-Schöpf condensation, or Robinson condensation, is a clever one-pot multicomponent synthesis of tropinone.

Robinson-Schöpf condensation - general reaction scheme - Robinson synthesis - Robinson-Schöpf reaction - Robinson condensation
Robinson-Schöpf condensation

This reaction involves a double Mannich reaction and was first described by Robinson (Nobel Prize in Chemistry 1947) in 1917. Later, Schöpf improved the reaction in 1935.

The Robinson tropinone synthesis has been shown to proceed without racemization at the stereogenic center next to the aldehyde group. For instance, L-allo-teloidinone can be obtained from D-tartaraldehyde, while D-allo-teloidinone can be obtained from L-tartaraldehyde.

Several alkaloids, such as cocaine and atropine, have been prepared using Robinson-Schöpf condensation.

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