Tertiary Enamide-Triggered SEAr: Domino Allylation and Enamine-Type Addition.
Frédéric BeltranLaurence MieschPublished in: Organic letters (2019)
Two unprecedented domino reactions are described, starting from ketospiro-enesulfonamides. By treatment with ZrCl4 and allylsilane, an intramolecular electrophilic aromatic substitution and subsequent allylation is observed. By treatment with TiCl4 and allylsilane, a double enamine-type reaction takes place, thus creating simultaneously four contiguous stereogenic centers diastereoselectively.
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