Total synthesis of the Fusarium toxin equisetin.
A short stereoselective synthesis of the Fusarium toxin equisetin, a potent inhibitor of HIV-1 integrase enzyme is described, using as the key step a stereoselective intramolecular Diels-Alder reaction of a fully conjugated E,E,E-triene with a trisubstituted gamma,delta-unsaturated beta-ketothioester.
Burke
Lisa T
LT
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK CB2 1EW.
Dixon
Darren J
DJ
Ley
Steven V
SV
Rodríguez
Félix
F
D005670:Fusarium / Q000737:chemistry*; D015394:Molecular Structure; D011760:Pyrrolidinones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013764:Tetrahydronaphthalenes / Q000138:chemical synthesis* / Q000737:chemistry
D011760:Pyrrolidinones; D013764:Tetrahydronaphthalenes; C024509:equisetin