title: Enantiopure bicyclic piperidinones: stereocontrolled conjugate additions leading to substituted piperidinones.
abstract: The conjugate additions of Reformatsky reagents, organocuprate reagents, and hydroxylamines to a [4.3.0]-bicyclic enelactam derived from 6-oxopipecolic acid have been investigated, and found to be efficient, proceeding with excellent exo-stereocontrol, with the exception of N-benzyl-O-benzylhydroxylamine, which gives predominantly the product of endo-addition. These adducts can be readily converted to substituted piperidinones.
authors.affiliation: The Department of Chemistry, The University of Oxford, Central Research Laboratory, Mansfield Road, Oxford, UK OX1 3TA.
authors.forename: Andrew G
authors.initials: AG
authors.lastname: Brewster
authors.forename: Simon
authors.initials: S
authors.lastname: Broady
authors.forename: Mark
authors.initials: M
authors.lastname: Hughes
authors.forename: Mark G
authors.initials: MG
authors.lastname: Moloney
authors.forename: Gordon
authors.initials: G
authors.lastname: Woods