title: Formal total synthesis of (+)-gephyrotoxin.
abstract: An efficient formal total synthesis of (+)-gephyrotoxin is described. The key step of our strategy relies on the diastereoselective reduction of a chiral pyrrolidine beta-enamino ester obtained by condensation of ( S)-phenylglycinol on a protected 8-hydroxy-3,6-dioxooctanoate.
authors.affiliation: UPMC Univ Paris 06, CNRS, UMR 7611, Laboratoire de Chimie Organique, Equipe Chimie des Hétérocycles, 4 Place Jussieu, F-75005 Paris, France.
authors.forename: Marco
authors.initials: M
authors.lastname: Santarem
authors.forename: Corinne
authors.initials: C
authors.lastname: Vanucci-Bacqué
authors.forename: Gérard
authors.initials: G
authors.lastname: Lhommet
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis*; D000664:Amphibian Venoms / Q000138:chemical synthesis; D004983:Ethanolamines; D005998:Glycine / Q000031:analogs & derivatives / Q000737:chemistry; D011759:Pyrrolidines / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D000664:Amphibian Venoms; D004983:Ethanolamines; D011759:Pyrrolidines; C014569:gephyrotoxin; C005332:N-phenylethanolamine; D005998:Glycine