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For mechanistic elucidation of the photosensitized cyclization of 5‐hydroxy‐1,1‐diphenylpentene (1), its methyl ether (4) was synthesized as an unreactive “dummy” substrate and used as a quencher of the sensitizer fluorescence to reveal the intervention of an exciplex intermediate that was unable to detect when reactive substrate 1 was used as a quencher/reactant In the enantiodifferentiating photocyclization...
Extremely high diastereomeric excess was achieved from the photosensitized polar addition of methanol to (R)-(+)-limonene 1. Diastereomeric excess was varied from 28.1 to 96.3% depending on the solvent polarity, reaction temperature, and structure of sensitizer.
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