An efficient and chemoselective Brønsted acidic ionic liquid-catalyzed N-Boc protection of amines

✍ Scribed by Sadula Sunitha; Sanjit Kanjilal; P. Srinivasa Reddy; Rachapudi B.N. Prasad

• Book ID: 104095139
• Publisher: Elsevier Science
• Year: 2008
• Tongue: French
• Weight: 170 KB
• Volume: 49
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2008.02.126

✦ Synopsis

The first report of a Brønsted acidic ionic liquid, 1-methylimidazolium tetrafluoroborate [(HMIm)BF 4 ], catalyzed efficient and chemoselective N-Boc protection of various amines using (Boc) 2 O is presented. Optically pure amino alcohols and amino acid esters were converted efficiently to their corresponding optically pure N-Boc derivatives. The reported method is mild, solvent-free and has the advantages of both homogeneous and heterogeneous catalysis with high product yields, selectivity and ease of product separation.