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Copper-catalysed synthesis of alkylidene 2-pyrrolinone derivatives from the combination of α-keto amides and alkynes

Abstract:
A Cu(I)-catalysed addition and cyclisation sequence has been developed for the synthesis of (E)-alkylidene pyrrolinone derivatives. The reactions incorporate simple α-keto amides and alkynes as substrates, and employ a commercially available Cu(I) catalyst. The process tolerates good variation of both starting materials, and delivers the desired pyrrolinones in good yields, with high levels of stereocontrol.
Publication status:
Published
Peer review status:
Peer reviewed
Version:
Publisher's Version

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Publisher copy:
10.1039/c8ob02205d

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Institution:
University of Oxford
Division:
MPLS Division
Department:
Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS Division
Department:
Chemistry; Organic Chemistry
Oxford college:
Lincoln College
Role:
Author
ORCID:
0000-0002-0636-6471
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Publisher:
Royal Society of Chemistry Publisher's website
Journal:
Organic and Biomolecular Chemistry Journal website
Volume:
16
Issue:
42
Pages:
7797-7800
Publication date:
2018-10-17
Acceptance date:
2018-10-12
DOI:
EISSN:
1477-0539
ISSN:
1477-0520
Pubs id:
pubs:926974
URN:
uri:050f5760-3f82-428d-82da-d82b5702c912
UUID:
uuid:050f5760-3f82-428d-82da-d82b5702c912
Local pid:
pubs:926974

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