A two-directional synthesis of (+/-)-perhydrohistrionicotoxin.
An entirely two-directional synthesis of (+/-)-perhydrohistrionicotoxin is presented, utilizing a tandem oxime formation/Michael addition/[3 + 2] cycloaddition as the key step. This approach also constitutes formal syntheses of (+/-)-histrionicotoxin and (+/-)-histrionicotoxin 235A.
Stockman
Robert A
RA
School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich, NR4 7TJ, UK. r.stockman@uea.ac.uk
Sinclair
Alex
A
Arini
Louise G
LG
Szeto
Peter
P
Hughes
David L
DL
D000664:Amphibian Venoms / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D000818:Animals; D001001:Anura; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D012867:Skin / Q000737:chemistry; D013237:Stereoisomerism
D000664:Amphibian Venoms; C004792:perhydrohistrionicotoxin