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A copper(I)-catalyzed addition/annulation sequence for the two-component synthesis of γ-ylidenebutenolides

Abstract:

A highly efficient Cu(I)-catalyzed addition/annulation sequence has been developed for the synthesis of (Z)- ylidenebutenolides employing readily available α-ketoacids and alkynes as substrates. The reactions employ a simple commercially available Cu(I)-catalyst, display good substrate scope and deliver products with high stereoselectivity. The synthetic utility of the method is demonstrated by the straightforward derivatization of the ylidenebutenolides into a diverse range of he...

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Publication status:
Published
Peer review status:
Peer reviewed
Version:
Publisher's version

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Publisher copy:
10.1021/acs.orglett.7b02151

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Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
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Department:
Lincoln College
Role:
Author
Publisher:
American Chemical Society Publisher's website
Journal:
Organic Letters Journal website
Volume:
19
Issue:
17
Pages:
4556–4559
Publication date:
2017-08-15
Acceptance date:
2017-08-11
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
Pubs id:
pubs:713584
URN:
uri:7e362a07-567c-42e0-90bc-157ef2a3a892
UUID:
uuid:7e362a07-567c-42e0-90bc-157ef2a3a892
Local pid:
pubs:713584
Paper number:
17

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