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Synthesis 2004(15): 2513-2516
DOI: 10.1055/s-2004-831229
DOI: 10.1055/s-2004-831229
PAPER
© Georg Thieme Verlag Stuttgart · New YorkSynthesis of a Configurationally Locked [5]Helicene Derivative
Further Information
Received
26 March 2004
Publication Date:
22 September 2004 (online)
Publication History
Publication Date:
22 September 2004 (online)
Abstract
The photochemical cyclisation-dehydrogenation of the bis-styrylbenzene 3, where the terminal aryl moieties are connected by a suitable chiral tether derived from 1,3-pentanediol, led to a chiral, configurationally locked [5]helicene derivative. An X-ray diffraction study showed that an (S,S)-configuration of the chiral auxiliary induces a (P)-configuration of the helical framework.
Key words
helical structures - chiral auxiliaries - diols - photochemistry - stereoselectivity
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