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Oligostilbenes are a class of plant polyphenols derived in nature by enzymatic oxidative oligomerization of resveratrol. This subject has attracted the interest of synthetic chemists due to their structural complexity and wide range of biological activity. The formation of dimeric stilbene oligomers by metallic oxidants and enzymatically catalyzed conversion of resveratrol is covered in this study. A major part of this review is centered on the use of single-electron oxidants to dimerize the stilbenoid monomers. Formation of the coupling products resulting from different coupling modes, regioisomeric outcome with plausible formation mechanism are scrutinized. Great attention is paid to recent (2015-2022) approaches, employing modern synthetic methods.
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