Literature DB >> 25163463

Total synthesis of myceliothermophins C, D, and E.

K C Nicolaou1, Lei Shi, Min Lu, Manas R Pattanayak, Akshay A Shah, Heraklidia A Ioannidou, Manjunath Lamani.   

Abstract

The total synthesis of cytotoxic polyketides myceliothermophins E (1), C (2), and D (3) through a cascade-based cyclization to form the trans-fused decalin system is described. The convergent synthesis delivered all three natural products through late-stage divergence and facilitated unambiguous C21 structural assignments for 2 and 3 through X-ray crystallographic analysis, which revealed an interesting dimeric structure between its enantiomeric forms.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cascade reactions; decalin; natural products; polyketides; total synthesis

Mesh:

Substances:

Year:  2014        PMID: 25163463      PMCID: PMC4257465          DOI: 10.1002/anie.201406815

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


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