The First Total Synthesis of Sporiolide A

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Authors
Du, Yuguo
Chen, Qi
Linhardt, Robert J.
Issue Date
2006-10-27
Type
Article
Language
ENG
Keywords
Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
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Abstract
The first total synthesis of the natural cytotoxic agent sporiolide A has been accomplished from D-glucal in 16 steps with 6.1% overall yield. Carbohydrates were applied as the chiral templates to manipulate the absolute configuration during the synthesis. Pyridinium chlorochromate (PCC)-promoted transformation of the cyclic enol-ether to lactone, followed by Yamaguchi esterification and intramolecular ring closure metathesis, greatly facilitates synthesis of the target compound.
Description
Journal of Organic Chemistry, 71, 8446-8451
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Full Citation
The First Total Synthesis of Sporiolide A, Y. Du, Q. Chen, R. J. Linhardt, Journal of Organic Chemistry, 71, 8446-8451, 2006.
Publisher
American Chemical Society (ACS)
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Volume
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PubMed ID
DOI
ISSN
223263
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