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A practical synthesis of 1,3-disubstituted cubane derivatives

Nahin Kazi, Marine C. Aublette, Sarah L. Allinson, S. C. Coote

2023Chemical Communications27 citationsDOIOpen Access PDF

Abstract

A robust multigram-scale synthesis of 1,3-disubstituted cubanes (previously only available on milligram-scale) is reported. The approach exploits a readily available enone intermediate previously used for the synthesis of 1,4-disubstituted cubanes, by introducing a novel Wharton transposition to access useful quantities of 1,3-disubstituted cubanes for diverse applications.

Topics & Concepts

CubaneChemistryCombinatorial chemistryStereochemistryOrganic chemistryMoleculeCoordination Chemistry and OrganometallicsAsymmetric Synthesis and CatalysisAxial and Atropisomeric Chirality Synthesis
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