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Ynamides bearing a tethered allyl sulfoxide undergo a gold-catalysed cycloisomerisation to afford 2-carboxylic amide tetrahydrothiophenes and their benzofused analogues. The reactions are initiated by a formal 7-endo-dig cyclisation and accommodate a range of different substituents. The use of N-allyl ynamides provided a route into novel spirocyclic ε-lactam structures.
Bibliographical noteFunding Information: We thank the EPSRC for funding (EP/F031254/1).
ASJC Scopus subject areas
- Organic Chemistry