This research demonstrates a diastereoselective photocycloaddition using a photoactive metal-organic cage, enabling efficient bicyclo[2.1.1]hexane synthesis.
We disclose a visible‐light‐induced, diastereoselective [2π+2σ] photocycloaddition between readily available chalcones and 1,3‐disubstituted bicyclo[1.1.0]butanes (BCBs) promoted by photoactive metal–organic cage (PMOC). This confined supramolecular catalysis method enables efficient synthesis of pharmaceutically relevant bicyclo[2.1.1]hexane (BCH) bioisosteres with remarkable atom economy and excellent diastereoselectivities, necessitating only 0.1 mol% catalyst loading. The success of this organic transformation arises from the synergistic action of the PMOC as a nanoreactor to combine selective substrate preorganization through host–guest interactions, efficient Ru(II)‐mediated triplet energy transfer, and nano‐spatial confinement effect that precisely control [2π+2σ] cyclization geometry while preventing competitive homodimerization.
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Hao et al. (2025) studied this question.
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