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Bio‐inspired Domino oxa‐Michael/Diels–Alder/oxa‐Michael Dimerization of para‐Quinols

Abstract:
A bio‐inspired, pyrrolidine‐mediated, dimerization of para‐quinols has been developed. It represents one of the most complex, yet general, dimerization reactions ever disclosed, selectively forming four new bonds, four new rings, and eight new contiguous stereogenic centres. The para‐quinol starting materials are easily handled, bench‐stable compounds, accessed in just one step from aromatic feedstocks. The reaction can be scaled up to give grams of polycyclic material, primed for further elaboration.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1002/anie.201802125

Authors


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Institution:
University of Oxford
Division:
MPLS Division
Department:
Chemistry
Role:
Author
ORCID:
0000-0002-6062-8209
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Name:
Engineering and Physical Sciences Research Council
Grant:
EP/N029542/1
Publisher:
Wiley
Journal:
Angewandte Chemie International Edition More from this journal
Volume:
57
Issue:
21
Pages:
6198-6202
Publication date:
2018-04-25
Acceptance date:
2018-04-10
DOI:
EISSN:
1521-3773
ISSN:
1433-7851
Pmid:
29637681
Language:
English
Keywords:
Pubs id:
pubs:846235
UUID:
uuid:22a63a66-7f48-4861-ac14-fd615ccb1eeb
Local pid:
pubs:846235
Source identifiers:
846235
Deposit date:
2019-02-18

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