Journal
COMPTES RENDUS CHIMIE
Volume 12, Issue 1-2, Pages 284-290Publisher
ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
DOI: 10.1016/j.crci.2008.01.009
Keywords
Helicenes; Heck reaction; Enantiomeric resolution; Photodehydrocyclisation; Helical alcohols
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Funding
- DGRSRT (Direction generale de la Recherche scientifique et de la Renovation technologique)
- Tunisian Ministry of Higher Education, Scientific Research and Technology
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3,14-Dihydroxy[6]helicene 4 was prepared, in a good yield, through a 4 + 1 approach involving the Mizoroki-Heck coupling reaction followed by oxidative photodehydrocylisation. Resolution of this racemic helicenediol was performed by HPLC on a chiral stationary phase, providing both enantiomers (-)- and (+)-4 with high optical purity. The absolute configurations of (-)- and (+)-4 were assigned as M and P, respectively, by means of circular dichroism spectroscopy. To cite this article: E Aloui et at., C R. Chimie 12 (2009). (C) 2008 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.
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