Synthesis and resolution of 2-hydroxyhexahelicene

Synthesis and resolution of 2-hydroxyhexahelicene

2-Hydroxyhexahelicene has been prepared in good yield and purity via a three-step sequence involving palladium-catalysed Heck coupling and classical oxidative photocyclisation reactions. The two enantiomers of this hexacyclic helicenol have been separated using (S)-(−)-camphanoyl chloride as the chi...

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Veröffentlicht in:Tetrahedron letters 2013-01, Vol.54 (5), p.424-426
Hauptverfasser: Ben Braiek, Mourad, Aloui, Faouzi, Ben Hassine, Béchir
Format: Artikel
Sprache:eng
Schlagworte:
Chlorides
Enantiomeric resolution
Enantiomers
Heck coupling
Helicenes
Joining
Photocyclisation
Purity
Synthesis (chemistry)
Tetrahedrons
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Zusammenfassung:2-Hydroxyhexahelicene has been prepared in good yield and purity via a three-step sequence involving palladium-catalysed Heck coupling and classical oxidative photocyclisation reactions. The two enantiomers of this hexacyclic helicenol have been separated using (S)-(−)-camphanoyl chloride as the chiral resolving agent.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.11.036