ORGN Ahmed Abdel-Magid, Scott Sieburth  Sunday, March 21, 2010 

297 - Synthesis of ferrocenyl analogs of hydroxyl-containing stilbenoid natural products

Joseph J. Mullins, mullinjj@lemoyne.edu, Yekaterina Lyubarskaya. Department of Chemistry & Physics, Le Moyne College, Syracuse, NY 13214, United States

This presentation will detail the synthesis of polyphenolic stilbenoids and their ferrocene-substituted
derivatives. Resveratrol and chiricanine A are simple
natural products that contain hydroxy-substituted stilbene structures. Resveratrol is known for its biological and medicinal properties; chiricanine A is toxic against a. aegyptii larvae and has antifungal properties. We have prepared derivatives of these
compounds where aryl rings are substituted by ferrocene units. Ferrocene moieties may
enhance medicinal properties or biological activities of molecules (Tetrahedron
63 (2007) 4018-4026; ChemMedChem 1 (2006) 551-559). They are also of interest for their electrochemical and optical properties. We have utilized Andrus' decarbonylative Heck arylation
methodology (Tetrahedron Letters 44 (2003) 4819-4822) as a key step in our
syntheses.


Sunday, March 21, 2010 08:00 PM
Asymmetric Reactions & Syntheses, Heterocycles & Aromatics and Biologically-Related Molecules & Processes (08:00 PM - 10:00 PM)
Location: The Moscone Center
Room: Hall D

 

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