title: Second-chance rearrangement route to novel 5(6)-syn,anti-difunctional 2-azabicyclo[2.1.1]hexanes.
abstract: [reaction: see text] The first syntheses of 5,6-difunctionalized-2-azabicyclo[2.1.1]hexanes containing syn-hydroxy and syn-fluoro substituents have been effected in a stereocontrolled manner. The key reactions are regioselective additions to the aziridinium ions formed from 6-exo-iodo(bromo)-5-endo-X-2-azabicyclo[2.2.0]hexanes (X = F, OH) upon silver or mercury salt enhancement of iodide nucleofugacity.
authors.affiliation: Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA. grantkrow@aol.com
authors.forename: Grant R
authors.initials: GR
authors.lastname: Krow
authors.forename: Guoliang
authors.initials: G
authors.lastname: Lin
authors.forename: Fang
authors.initials: F
authors.lastname: Yu
authors.forename: Philip E
authors.initials: PE
authors.lastname: Sonnet