Synthesis of Marine Polycyclic Polyethers via Endo-Selective Epoxide-Opening Cascades
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Jamison_Synthesis of.pdf
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3.11 MB
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Adobe PDF
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Author(s)
Vilotijevic, Ivan
Jamison, Timothy F.
Date Issued
March 2010
Journal
Marine Drugs
Publisher
MDPI Publishing
Citation
Vilotijevic, Ivan; Jamison, Timothy F. 2010. "Synthesis of Marine Polycyclic Polyethers via Endo-Selective Epoxide-Opening Cascades." Mar. Drugs 8, no. 3: 763-809.
Version
Final published version
Abstract
The proposed biosynthetic pathways to ladder polyethers of polyketide origin and oxasqualenoids of terpenoid origin share a dramatic epoxide-opening cascade as a key step. Polycyclic structures generated in these biosynthetic pathways display biological effects ranging from potentially therapeutic properties to extreme lethality. Much of the structural complexity of ladder polyether and oxasqualenoid natural products can be traced to these hypothesized cascades. In this review we summarize how such epoxide-opening cascade reactions have been used in the synthesis of ladder polyethers and oxasqualenoid natural products.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Creative Commons Attribution 3.0
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DOI of Published Version
http://dx.doi.org/10.3390/md8030763
