English
 
Help Privacy Policy Disclaimer
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT
Add to Basket
  Local TagsRelease HistoryDetailsSummary

Released
Journal Article

Total Synthesis of Cristatic Acid

MPS-Authors
/persons/resource/persons58380

Fürstner,  Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

/persons/resource/persons135555

Gastner,  Thomas
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

External Resource
No external resources are shared
Fulltext (restricted access)
There are currently no full texts shared for your IP range.
Fulltext (public)
There are no public fulltexts stored in PuRe
Supplementary Material (public)

[121]SI.pdf
(Supplementary material), 186KB

Citation

Fürstner, A., & Gastner, T. (2000). Total Synthesis of Cristatic Acid. Organic Letters, 2(16), 2467-2470. doi:10.1021/ol0061236.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0024-4868-E
Abstract
The first total synthesis of cristatic acid 1, an antibiotic endowed with considerable activity against Gram-positive bacteria, hemolytic properties, and significant cytotoxicity, is described. Key to success are the formation of its 2,4-disubstituted furan moiety via a palladium-catalyzed alkylation of vinylepoxide 10 derived from sulfonium salt 8 and the use of SEM ethers as the protecting groups for the phenolic OH functions.