A short stereoselective total synthesis of the fusarium toxin equisetin

Authors
Burke, LT Dixon, DJ Ley, SV Rodriguez, F
Citation
Lt. Burke et al., A short stereoselective total synthesis of the fusarium toxin equisetin, ORG LETT, 2(23), 2000, pp. 3611-3613
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
23
Year of publication
2000
Pages
3611 - 3613
Database
ISI
SICI code
1523-7060(20001116)2:23<3611:ASSTSO>2.0.ZU;2-8
Abstract
[GRAPHICS] A short stereoselective synthesis of the fusarium toxin equisetin, an N-met hylserine-derived acyl tetramic acid and potent inhibitor of HIV-1 integras e enzyme, is described using as the key step a stereoselective lithium perc hlorate mediated intramolecular Diels-Alder reaction of a fully conjugated E,E,E-triene with a trisubstituted gamma,delta -unsaturated beta -ketothioe ster.