title: Annulation of beta-aryl-alpha-nitro-alpha,beta-enals and 2,2-dimethyl-1,3-dioxan-5-one: a one-step assembly of nitrocyclitols. Application to a short practical synthesis of (+/-)-7-deoxy-2-epi-pancratistatin tetraacetate.
abstract: A novel, highly stereocontrolled formal [3 + 3] annulation of beta-aryl-alpha-nitro-alpha,beta-enals with the enamine derived from 2,2-dimethyl-1,3-dioxan-5-one and pyrrolidine afforded protected nitrocyclitols with five newly created stereocentres and constituted the key step in a short, gram-scale synthesis of a pancratistatin analogue.
authors.affiliation: Departamento de Química Orgánica, Universidad de Santiago, 15782 Santiago de Compostela, Spain.
authors.forename: Juan Carlos
authors.initials: JC
authors.lastname: Ortiz
authors.forename: Lidia
authors.initials: L
authors.lastname: Ozores
authors.forename: Fernando
authors.initials: F
authors.lastname: Cagide-Fagín
authors.forename: Ricardo
authors.initials: R
authors.lastname: Alonso