Lessons from the Synthetic Chemist Nature

Covering: 1981 to 2015 This conceptual review examines the ideal multistep synthesis from the perspective of nature. We suggest that besides step- and redox economies, one other key to efficiency is steady state processing with intermediates that are immediately transformed to the next intermediate...

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Veröffentlicht in:Natural product reports 2015-05, Vol.32 (5), p.723-737
Hauptverfasser: Jürjens, Gerrit, Kirschning, Andreas, Candito, David A
Format: Artikel
Sprache:eng
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Zusammenfassung:Covering: 1981 to 2015 This conceptual review examines the ideal multistep synthesis from the perspective of nature. We suggest that besides step- and redox economies, one other key to efficiency is steady state processing with intermediates that are immediately transformed to the next intermediate when formed. We discuss four of nature's strategies (multicatalysis, domino reactions, iteration and compartmentation) that commonly proceed via short-lived intermediates and show that these strategies are also part of the chemist's portfolio. We particularly focus on compartmentation which in nature is found microscopically within cells (organelles) and between cells and on a molecular level on multiprotein scaffolds ( e.g. in polyketide synthases) and demonstrate how compartmentation is manifested in modern multistep flow synthesis. Nature's strategy of performing ideal multistep (bio)synthesis are based on multicatalysis, domino reactions, iteration and compartmentation. These are discussed and compared with chemical synthesis in this conceptual review.
ISSN:0265-0568
1460-4752
DOI:10.1039/c4np00160e