title: Highly diastereoselective synthesis of vicinal quaternary and tertiary stereocenters using the iodo-aldol cyclization.
abstract: The intramolecular iodo-aldol cyclization of alpha-substituted enoate aldehydes and ketones is described. Using prochiral starting materials, the reaction produces hetero- and carbocycles containing quaternary centers adjacent to secondary or tertiary centers. The reactions occur in good yields and are highly selective for the trans-products, having the hydroxyl and iodomethyl groups on opposite faces of the ring system.
authors.affiliation: University of Edinburgh, School of Chemistry, Joseph Black Building, King's Buildings, Edinburgh, UK.
authors.forename: Frederic
authors.initials: F
authors.lastname: Douelle
authors.forename: Amy S
authors.initials: AS
authors.lastname: Capes
authors.forename: Michael F
authors.initials: MF
authors.lastname: Greaney