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  4. Catalytic [3+2] Annulation of Aminocyclopropanes for the Enantiospecific Synthesis of Cyclopentylamines
 
research article

Catalytic [3+2] Annulation of Aminocyclopropanes for the Enantiospecific Synthesis of Cyclopentylamines

de Nanteuil, Florian  
•
Waser, Jérôme  
2011
Angewandte Chemie International Edition

With nitrogen too: The first catalytic [3+2] annulation of aminocyclopropanes with enol ethers is reported (see scheme; Phth=phthaloyl). The reaction worked with easily accessible phthalimidocyclopropanes using 5 mol % of SnCl4 in nearly quantitative yields. Polysubstituted cyclopentylamines, which are often present in bioactive compounds, were obtained with high diastereoselectivity and enantiospecificity.

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Type
research article
DOI
10.1002/anie.201106255
Web of Science ID

WOS:000298085000045

Author(s)
de Nanteuil, Florian  
Waser, Jérôme  
Date Issued

2011

Publisher

Wiley-VCH Verlag GmbH

Published in
Angewandte Chemie International Edition
Volume

50

Issue

50

Start page

12075

End page

12079

Subjects

cycloaddition

•

enantioselectivity

•

diastereoselectivity

•

cyclopentylamines

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LCSO  
Available on Infoscience
January 5, 2012
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/76335
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