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Polyketide Cyclizations for the Synthesis of Polyaromatics
Author(s) -
Fäseke Vincent C.,
Raps Felix C.,
Sparr Christof
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201911255
Subject(s) - polyketide , chemistry , folding (dsp implementation) , combinatorial chemistry , stereochemistry , organic chemistry , biosynthesis , enzyme , electrical engineering , engineering
The folding and cyclization of poly‐β‐carbonyl chains controlled by the intricate enzymatic polyketide synthase machinery results in a remarkable diversity of aromatic natural products. Synthetic methods that allow for the preparation of highly reactive polyketide chains while governing their folding in ensuing cyclizations likewise lead to versatile divergent preparations of aromatic scaffolds valuable for numerous applications. Although biomimetic polyketide cyclizations have repeatedly been applied in the total synthesis of polyphenol natural products, their utility for the preparation of the broad range of polyaromatic architectures has yet to reach its full potential. This Minireview highlights some of the virtues of applying polyketide logic to the retrosynthetic analysis of polycyclic aromatic scaffolds, the increasing accessibility of precursors, and the potential of small‐molecule catalysts for controlling polyketide cyclizations to provide polyaromatic scaffolds.