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HERO ID
7664848
Reference Type
Journal Article
Title
Efficient helicene synthesis: Friedel-Crafts-type cyclization of 1,1-difluoro-1-alkenes
Author(s)
Ichikawa, J; Yokota, M; Kudo, T; Umezaki, S; ,
Year
2008
Is Peer Reviewed?
Yes
Journal
Angewandte Chemie (International Edition)
ISSN:
1433-7851
EISSN:
1521-3773
Publisher
WILEY-V C H VERLAG GMBH
Location
WEINHEIM
Volume
47
Issue
26
Page Numbers
4870-4873
Language
English
PMID
18506861
DOI
10.1002/anie.200801396
Web of Science Id
WOS:000257040800015
URL
http://doi.wiley.com/10.1002/anie.200801396
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Abstract
(Chemical Equation Presented) The unique properties of fluorine substituents, leaving groups that also stabilize an a carbocation, are exploited in a high-yielding synthesis of substituted [4]- to [6]helicenes in three or four steps from commercially available compounds: Two fused benzene rings are constructed in the title reaction of readily prepared 1,1-difluoro-1-alkenes containing two aryl groups followed by dehydrogenation (see scheme). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
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