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  4. Enantioselective C-C bond activation of allenyl cyclobutanes: access to cyclohexenones with quaternary stereogenic centers
 
research article

Enantioselective C-C bond activation of allenyl cyclobutanes: access to cyclohexenones with quaternary stereogenic centers

Seiser, Tobias
•
Cramer, Nicolai  
2008
Angewandte Chemie International Edition

Chiral rhodium(I) complexes activate allenyl tert-cyclobutanols efficiently through enantioselective insertion into a C-C σ bond of the cyclobutane. Ring expansion by this method produced cyclohexenones with quaternary stereogenic centers with excellent enantioselectivity. The catalyst loading can be decreased to just 0.1 mol% in rhodium.

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Type
research article
DOI
10.1002/anie.200804281
Author(s)
Seiser, Tobias
Cramer, Nicolai  
Date Issued

2008

Publisher

Wiley-VCH Verlag GmbH

Published in
Angewandte Chemie International Edition
Volume

47

Start page

9294

End page

9297

Subjects

cyclohexenone asym prepn

•

allenyl cyclobutanol enantioselective desymmetrization rhodium catalyst

•

carbon carbon bond activation insertion ring expansion rearrangement

Note

CAPLUS AN 2008:1483761(Journal)

Editorial or Peer reviewed

REVIEWED

Written at

OTHER

EPFL units
LCSA  
Available on Infoscience
August 17, 2011
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/70150
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