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Abstract
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.
Original language | English |
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Pages (from-to) | 1-4 |
Journal | Synlett |
Volume | 2021 |
Issue number | 00 |
Early online date | 13 Mar 2021 |
DOIs | |
Publication status | E-pub ahead of print - 13 Mar 2021 |
Bibliographical note
Funding Information: We thank the EPSRC for funding (EP/F031254/1).Keywords
- gold
- isomerization
- regioselectivity
- thiophenecarboxamides
- ylides
- ynamides
ASJC Scopus subject areas
- Organic Chemistry
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Dive into the research topics of 'Gold-catalysed cycloisomerisation of ynamides to access 2,2-disubstituted tetrahydrothiophene motifs'. Together they form a unique fingerprint.Projects
- 1 Finished
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Gold-Catalysed Cycloisomerisations
Davies, P. (Principal Investigator)
Engineering & Physical Science Research Council
1/10/08 → 31/03/12
Project: Research Councils