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Τετάρτη 27 Φεβρουαρίου 2019

Total Synthesis of Actinorhodin

Angewandte Chemie International Edition Total Synthesis of Actinorhodin

Two halves make a whole: In the first total synthesis of the representative pyranonaphthoquinone dimer actinorhodin, sequential benzyne formation was used to construct a multisubstituted naphthalene derivative, which was converted into a pyranonaphthalene unit with robust control of the configuration of the pyran ring (see scheme). Finally, a site‐selective dimerization reaction constructed the main framework of the natural product.


Abstract

The enantioselective total synthesis of actinorhodin (1) is described. The synthesis features 1) dual benzyne reactions en route to the monomer, 2) the trans‐selective installation of the side chain, and 3) a regioselective oxidative dimerization.



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Medicine by Alexandros G. Sfakianakis,Anapafseos 5 Agios Nikolaos 72100 Crete Greece,00302841026182,00306932607174,alsfakia@gmail.com,

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