title: Double-Mannich annulation of cyclic ketones using N,N-Bis(ethoxymethyl)alkylamine reagents.
abstract: [Structure: see text] N,N-Bis(ethoxymethyl)alkylamines function as effective reagents in the double-Mannich annulation of cyclic ketone substrates, providing efficient access to a series of azabicyclic ketones. These ring systems are a useful scaffold for the four-step synthesis of novel constrained homocholine analogues.
authors.affiliation: School of Chemistry, F11, and Faculty of Pharmacy, A15, University of Sydney, Camperdown, NSW 2006, Australia.
authors.forename: Jill I
authors.initials: JI
authors.lastname: Halliday
authors.forename: Mary
authors.initials: M
authors.lastname: Chebib
authors.forename: Peter
authors.initials: P
authors.lastname: Turner
authors.forename: Malcolm D
authors.initials: MD
authors.lastname: McLeod
mesh_terms: D000588:Amines / Q000737:chemistry*; D001372:Aza Compounds / Q000737:chemistry*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002794:Choline / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D007202:Indicators and Reagents; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D000588:Amines; D001372:Aza Compounds; D019086:Bridged Bicyclo Compounds, Heterocyclic; D007202:Indicators and Reagents; D007659:Ketones; C007954:homocholine; D002794:Choline