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Cobalt versus osmium: control of both trans and cis selectivity in construction of the EFG rings of pectenotoxin 4

Abstract:
Catalytic oxidative cyclisation reactions have been employed for the synthesis of the E and F rings of the complex natural product target pectenotoxin 4. The choice of metal catalyst (cobalt or osmium based) allowed for the formation of THF rings with either trans or cis stereoselectivity. Fragment union using a modified Julia reaction then enabled the synthesis of an advanced synthetic intermediate containing the EF and G rings of the target.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1002/anie.201708278

Authors


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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
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Name:
Engineering and Physical Sciences Research Council
Grant:
EP/G038465/1
Publisher:
Wiley
Journal:
Angewandte Chemie International Edition More from this journal
Volume:
56
Issue:
47
Pages:
14883–14887
Publication date:
2017-10-19
Acceptance date:
2017-09-19
DOI:
EISSN:
1521-3773
ISSN:
1433-7851
Pmid:
28926175
Language:
English
Keywords:
Pubs id:
pubs:730156
UUID:
uuid:c9398b4b-2b23-46ed-8271-9300a6fc0246
Local pid:
pubs:730156
Source identifiers:
730156
Deposit date:
2017-09-22

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