Synthesis of (+)-luzofuran and (-)-ancistrofuran.
The first synthesis of the furan-containing snyderane, (+)-luzofuran, is reported. The key step in this approach was an electrophilic brominative cyclization, which was accomplished using a nucleophilic N-heterocycle-flanked phosphoramidite catalyst in combination with the common laboratory reagent N-bromosuccinimide.
School of Chemistry, University of Sydney , Sydney 2006, Australia.
Carl
C
Recsei
Bun
B
Chan
Christopher S P
CS
McErlean
D001974:Bromosuccinimide / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000737:chemistry*; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D005663:Furans; D007202:Indicators and Reagents; D009943:Organophosphorus Compounds; D012717:Sesquiterpenes; C000591076:ancistrofuran; C000591075:luzofuran; C434331:phosphoramidite; C000591077:snyderane; D001974:Bromosuccinimide