title: Convergent, stereoselective syntheses of the glycosidase inhibitors broussonetines D and M.
abstract: The first syntheses of the polyhydroxylated alkaloids (iminosugars) broussonetines D and M, glycosidase inhibitors of the pyrrolidine class, have been performed in a convergent, stereocontrolled way from D-serine as the chiral starting material. A cross metathesis step was one key feature of the synthesis. The versatility of the synthetic concept chosen permits the access to many members of this compound family, both natural ones and analogues thereof.
authors.affiliation: Depart. de Q. Inorgánica y Orgánica, Univ. Jaume I, Castellón, E-12071, Castellón, Spain.
authors.forename: Celia
authors.initials: C
authors.lastname: Ribes
authors.forename: Eva
authors.initials: E
authors.lastname: Falomir
authors.forename: Juan
authors.initials: J
authors.lastname: Murga
authors.forename: Miguel
authors.initials: M
authors.lastname: Carda
authors.forename: J
authors.initials: J
authors.lastname: Alberto Marco
mesh_terms: D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors*; D015394:Molecular Structure; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism
chemical_list: D004791:Enzyme Inhibitors; D011759:Pyrrolidines; C540208:broussonetine D; C540209:broussonetine M; D006026:Glycoside Hydrolases