Chemistry Letters · 2003 · 18 citations · 10 references
Inorganic SynthesisEngineeringO′-disiloxane-bridged CalixBenzyl BromideChemical DerivativeDialkylated CalixOrganic ChemistryStereoselective SynthesisChemistryOptical ResolutionCrystallographySynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Abstract Proximally O,O′-disiloxane-bridged calix[4]arene (1) was treated with benzyl bromide in the presence of Cs2CO3 to afford, after desilylation, anti-O,O′-dibenzylcalix[4]arene (4a) in 90% yield. Chromatographic separation of its diastereomeric (S)-2-methoxy-2-(1-naphthyl)propionic esters allowed the first optical resolution of this kind of dialkylated calix[4]arenes.
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