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Catalytic Hypervalent Iodine Promoters Lead to Styrene Dimerization and the Formation of Tri- and Tetrasubstituted Cyclobutanes

Abstract:
We report that the use of catalytic quantities of hypervalent iodine reagents (PIDA or Dess Martin Periodinane) allows the rapid and stereoselective formation of cyclobutanes under very mild conditions. The presence of a fluorinated solvent is essential for the success of these reactions which are able to form unsymmetrical tri- and tetrasubstituted cyclobutanes via a heterodimerisation process involving two different alkenes.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1002/ange.201511683

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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
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Role:
Author
More from this funder
Funding agency for:
Coura Barcelos, R
Grant:
2014/16516-9
European Commission More from this funder
European Union More from this funder
Publisher:
Wiley Publisher's website
Journal:
Angewandte Chemie International Edition Journal website
Volume:
128
Issue:
15
Pages:
4826–4830
Publication date:
2016-03-04
Acceptance date:
2016-01-26
DOI:
EISSN:
1521-3773
ISSN:
1433-7851
Pubs id:
pubs:600060
UUID:
uuid:3f49caea-2d02-4ba2-b831-fcbb0e62c5b2
Local pid:
pubs:600060
Source identifiers:
600060
Deposit date:
2016-02-10

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