title: A concise total synthesis of DL-histrionicotoxin.
abstract: The synthesis of (+/-)-histrionicotoxin has been achieved in just nine steps using a two-directional synthesis strategy. Key reactions include a two-directional cross-metathesis, a tandem oxime formation/Michael addition/1,4-prototopic shift/[3 + 2]-cycloaddition cascade, a selective Z,Z-bisenyne formation, and a one-pot N-O and bischloroacetylene reduction.
authors.affiliation: School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich NR4 7TJ, United Kingdom.
authors.forename: Maheswaran S
authors.initials: MS
authors.lastname: Karatholuvhu
authors.forename: Alex
authors.initials: A
authors.lastname: Sinclair
authors.forename: Annabella F
authors.initials: AF
authors.lastname: Newton
authors.forename: Marie-Lyne
authors.initials: ML
authors.lastname: Alcaraz
authors.forename: Robert A
authors.initials: RA
authors.lastname: Stockman
authors.forename: Philip L
authors.initials: PL
authors.lastname: Fuchs
mesh_terms: D000480:Alkynes / Q000737:chemistry; D000664:Amphibian Venoms / Q000138:chemical synthesis* / Q000737:chemistry; D000818:Animals; D001001:Anura; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D000664:Amphibian Venoms; C007948:histrionicotoxin