title: Total synthesis of antillatoxin.
abstract: The total synthesis of natural (4R,5R)-antillatoxin and its analog (4S,5S)-antillatoxin has been achieved; the optically pure key intermediates were prepared from indium mediated allylation of either primary or secondary allylic bromide with aldehyde in aquoues media, followed by highly selective Luche's reduction and chiral resolution.
authors.affiliation: Division of Chemistry and Biological Chemistry, Nanyang Technological University, Singapore 637616.
authors.forename: Kiew-Ching
authors.initials: KC
authors.lastname: Lee
authors.forename: Teck-Peng
authors.initials: TP
authors.lastname: Loh
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000498:Allyl Compounds / Q000737:chemistry; D007204:Indium / Q000737:chemistry; D055666:Lipopeptides; D009842:Oligopeptides / Q000737:chemistry; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D011487:Protein Conformation; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000498:Allyl Compounds; D055666:Lipopeptides; D009842:Oligopeptides; D010456:Peptides, Cyclic; C121886:antillatoxin; D007204:Indium; C050431:allyl bromide