Synthesis · 2011 · 26 citations · 0 references
EngineeringBiochemistryNatural SciencesDiversity-oriented SynthesisCurtius RearrangementOrganic ChemistryStereoselective SynthesisChemistryPropylphosphonic AnhydrideTertiary AlcoholsSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringSimple One-pot Conversion
A simple one-pot conversion of carboxylic acids to carbamates is achieved by propylphosphonic anhydride (T3P®) in combination with azidotrimethylsilane and an alcohol via the Curtius rearrangement. Besides diverse primary to tertiary alcohols, the reaction tolerated a wide scope of aromatic, heterocyclic, and aliphatic carboxylic acids which underwent rearrangement in excellent yields.