Abstract
Cyclobutane products of a triplet sensitized enamide-alkene intramolecular [2+2] photocycloaddition have been shown to undergo fragmentation under acidic conditions. This lability has been exploited by inducing a complexity generating thermal electrocyclic cascade sequence involving the in situ formation of a cyclobutene, followed by electrocyclic ring opening, Diels-Alder cycloaddition and subsequent lactamization. This combination of excited state photochemistry and thermal elec-trocyclic cascade reactions allows simple planar molecules to be rapidly transformed into sp3 rich scaffolds.
Original language | English |
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Pages (from-to) | 1463-1466 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 21 |
Issue number | 5 |
Early online date | 14 Feb 2019 |
DOIs | |
Publication status | Published - 14 Feb 2019 |