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Letters in Organic Chemistry

Author(s): Luis Cruz, Enrique Borges, Artur M.S. Silva, Nuno Mateus and Victor de Freitas

DOI: 10.2174/157017808785982211

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Synthesis of a New (+)-Catechin-Derived Compound: 8-Vinylcatechin

Page: [530 - 536] Pages: 7

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Abstract

A strategy for the synthesis of 8-vinylcatechin was developed, which involves (+)-catechin silylation with TBDMS-Cl, followed by bromination with NBS, a cross-coupling Suzuki reaction with vinylboronic acid pinacol ester and cleavage of TBDMS groups with TBAF, affording the 8-vinylcatechin.

Keywords: (+)-Catechin, silylation, bromination, Suzuki coupling, desilylation, 8-vinylcatechin