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Synthesis 2017; 49(08): 1746-1756
DOI: 10.1055/s-0036-1589492
DOI: 10.1055/s-0036-1589492
short review
Methoxatin as a Target in Total Synthesis
Autor*innen
Weitere Informationen
Publikationsverlauf
Received: 04. Oktober 2016
Accepted after revision: 24. Januar 2017
Publikationsdatum:
23. März 2017 (online)
Abstract
Methoxatin is a redox co-factor with a unique structure featuring a central 1,2-benzoquinone, annulated to an electron-poor pyridine and an electron-poor pyrrole ring. This exceptional molecular structure leads to the unusual biological function of methoxatin, which therefore plays a significant role in metabolism. Hence, many total syntheses providing access to this remarkable natural product were published soon after the structure was elucidated.
1 Introduction
2 Structural Analysis
3 Biological Function
3.1 Biochemical Role
3.2 Biosynthesis
3.3 Biochemical Mechanism
4 Completed Total Syntheses
4.1 Hendrickson Group (A + C → C)
4.2 Büchi Group (BC → ABC)
4.3 Boger Group (BC → ABC)
4.4 Weinreb Group (BC → ABC)
4.5 Rees Group (BC → ABC)
4.6 Corey and Martin Group (BC → ABC)
5 Conclusion
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