Synthesis of the bicyclic core of tagetitoxin.
A synthesis of the 9-oxa-3-thiabicyclo[3.3.1]nonane ring system, which constitutes the core of the RNA polymerase inhibitor tagetitoxin, has been achieved through cyclisation of a thiol onto an electrophilic ketone.
Plet
Julien R H
JR
Department of Chemistry, University College London, Christopher Ingold Building, 20 Gordon Street, London, UKWC1H 0AJ.
Porter
Michael J
MJ
D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D003998:Dicarboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000737:chemistry*
D001643:Bridged Bicyclo Compounds; D003998:Dicarboxylic Acids; D009943:Organophosphorus Compounds; D013438:Sulfhydryl Compounds; C062221:tagetitoxin