title: A Facile Synthesis of Carbamoylsilanes, -boranes and -phosphane Oxides - Isolation of the First Uncomplexed Carbamoylborane.
abstract: C-(Trimethylsilyloxy)-, C-(triisopropylsilyloxy)-, C-(diphenylboryloxy), C-[bis(diisopropylamino)boryloxy]- and C-(di-tert-butylphosphoryloxy)-N,N-diisopropylaldiminium salts are readily prepared in good to excellent yields from either diisopropylformamide or (chloromethylene)diisopropylammonium chloride. Deprotonation of these aldiminium salts leads to transient (amino)(oxy)carbenes, which cleanly rearrange to carbamoyl derivatives. This synthetic methodology gives access to sterically hindered carbamoylsilanes, -boranes and phosphane oxides that are hardly accessible by other routes.
authors.affiliation: UCR-CNRS Joint Research Chemistry Laboratory (UMI 2957), Department of Chemistry, University of California Riverside, CA 92521-0403, USA.
authors.forename: Yves
authors.initials: Y
authors.lastname: Canac
authors.forename: Greg E
authors.initials: GE
authors.lastname: Aniol
authors.forename: Salvador
authors.initials: S
authors.lastname: Conejero
authors.forename: Bruno
authors.initials: B
authors.lastname: Donnadieu
authors.forename: Guy
authors.initials: G
authors.lastname: Bertrand