A two-directional approach to the anatoxin alkaloids: second synthesis of homoanatoxin and efficient synthesis of anatoxin-a.
Total syntheses of the potent neurotoxins, environmental hazards, and biochemical probes anatoxin-a and homoanatoxin have been achieved from a common intermediate using a combined two-directional synthesis-tandem reaction strategy which includes key advances in oxidative desymmetrisation, tandem Michael-intramolecular Mannich cyclisations and a new method for deprotection of N-tosyl anatoxin-a.
Roe
Stephen J
SJ
School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich, UK.
Stockman
Robert A
RA
D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis*; D000087522:Cyanobacteria Toxins; D014326:Tropanes / Q000138:chemical synthesis*
D019086:Bridged Bicyclo Compounds, Heterocyclic; D000087522:Cyanobacteria Toxins; D014326:Tropanes; C073221:homoanatoxin; C509783:anatoxin a