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Total Synthesis of Resveratrone and iso-Resveratrone.

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.

SUBMITTER: Fritsch S

PROVIDER: S-EPMC9278093 | biostudies-literature | 2022 Jul

REPOSITORIES: biostudies-literature

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Total Synthesis of Resveratrone and iso-Resveratrone.

Fritsch Stefan S Aldemir Nazli N Balszuweit Jan J Bojaryn Kevin K Voskuhl Jens J Hirschhäuser Christoph C

ChemistryOpen 20220630 7

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. ...[more]

PMID: 35770975

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