Biomimetic tail-to-head terpene cyclizations using the resorcin[4]arene capsule catalyst

Ivan Cornu, Leonidas-Dimitrios Syntrivanis, Konrad Tiefenbacher

Published: 2023-12-01 DOI: 10.1038/s41596-023-00919-3

Biomimetic THT cyclizations

Resorcin[4]arene capsule

Terpene synthesis

Capsule catalyst

Carbocationic rearrangements

AI 解读

Extended

Extended Data Fig. 1 HCl stock solution preparation.

Setup for the preparation of the HCl stock solution in chloroform or benzene.

Extended Data Fig. 2 HCl stock solution titration.

HCl solution titration coloration ( a ) before endpoint and ( b ) at the endpoint.

Extended Data Fig. 3 Resorcin[4]arene synthesis.

Resorcin[4]arene synthesis photos (see Procedure for corresponding letters).

Extended Data Fig. 4 Photo of the resorcin[4]arene stock solution prepared in Steps 9–17 of Procedure 2.

Resorcin[4]arene stock solution.

Extended Data Fig. 5 Dissolution of resorcin[4]arene in water-saturated chloroform.

Resorcin[4]arene catalyst in water-saturated chloroform (Procedure 3, Step 5), before ( a ) and after ( b ) complete dissolution.

Extended Data Fig. 6 Reaction setup.

Reaction setup ( a ) screening scale, ( b ) preparative scale synthesis of isolongifolene (Procedure 2) and ( c ) preparative scale synthesis of presilphipefolan-1β-ol (Procedure 3).

Supplementary information

Supplementary Information

Supplementary Figs. 1–10 and derivation of the equations.

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Biomimetic tail-to-head terpene cyclizations using the resorcin[4]arene capsule catalyst

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