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Catalytic enantioselective synthesis of indanes by a cation-directed 5-endo-trig cyclization

Abstract:

5-Endo-trig cyclizations are generally considered to be kinetically unfavourable, as described by Baldwin's rules. Consequently, observation of this mode of reaction under kinetic control is rare. This is usually ascribed to challenges in achieving appropriate approach trajectories for orbital overlap in the transition state. Here, we describe a highly enantio- and diastereoselective route to complex indanes bearing all-carbon quaternary stereogenic centres via a 5-endo-trig cyclization catal...

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Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1038/nchem.2150

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More by this author
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
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Publisher:
Nature Publishing Group
Journal:
Nature chemistry More from this journal
Volume:
7
Issue:
2
Pages:
171-177
Publication date:
2015-02-01
DOI:
EISSN:
1755-4349
ISSN:
1755-4330
Language:
English
Keywords:
Pubs id:
pubs:505137
UUID:
uuid:6dc990a2-de90-4c26-aef9-50754bd116b6
Local pid:
pubs:505137
Source identifiers:
505137
Deposit date:
2016-02-03

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