Electronic effects on a one-pot aromatization cascade involving alkynyl-Prins cyclization, Friedel-Crafts alkylation and dehydration to tricyclic benzo[f]isochromenesElectronic supplementary information (ESI) available: Copies of 1H and 13C NMR spectra of starting alkynediols as well as benzo[f]isochromene products, HPLC traces of chiral products, abbreviated X-ray information for two products and experimental procedures/data. CCDC 1554998 and 1554999. For ESI and crystallographic data in CIF or

A three-step domino reaction between 1-aryl-3-hexyne-2,6-diol derivatives and aldehydes is used to construct tricyclic 1,4-dihydro-2 H -benzo[ f ]isochromenes. The cascade is initiated by BF 3 ·OEt 2 and involves alkynyl-Prins cyclization, Friedel-Crafts alkenylation, and dehydration/aromatization t...

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Hauptverfasser: Hinkle, Robert J, Chen, Yuzhou, Nofi, Colleen P, Lewis, Shane E
Format: Artikel
Sprache:eng
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