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Total Synthesis of Resveratrone and iso-Resveratrone
Authors:Stefan Fritsch  Nazli Aldemir  Jan Balszuweit  Kevin Bojaryn  Prof?Dr Jens Voskuhl  Dr Christoph Hirschhäuser
Institution:Organic Chemistry and Center for Nanointegration Duisburg-Essen (CeNIDE), University of Duisburg-Essen, Universitätsstr. 5–7, 45117 Essen, Germany
Abstract:The first total synthesis of resveratrone and iso-resveratrone based on an epoxide olefination approach is described. The pivotal reaction proceeds by insertion of the lithiated epoxide into a boronic ester and subsequent syn-elimination. Resveratrone has been described to have remarkable photophysical properties, including two-photon absorption. Therefore, an azide derivative has been prepared to allow for use as a biological label.
Keywords:epoxide  fluorescence label  olefination  resveratrone  total synthesis
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