Boc-protected amines via a mild and efficient one-pot Curtius rearrangement

11 Nov.,2022

 

Citation

Lebel, Hélène, and Olivier Leogane. "Boc-protected Amines Via a Mild and Efficient One-pot Curtius Rearrangement." Organic Letters, vol. 7, no. 19, 2005, pp. 4107-10.

Lebel H, Leogane O. Boc-protected amines via a mild and efficient one-pot Curtius rearrangement. Org Lett. 2005;7(19):4107-10.

Lebel, H., & Leogane, O. (2005). Boc-protected amines via a mild and efficient one-pot Curtius rearrangement. Organic Letters, 7(19), 4107-10.

Lebel H, Leogane O. Boc-protected Amines Via a Mild and Efficient One-pot Curtius Rearrangement. Org Lett. 2005 Sep 15;7(19):4107-10. PubMed PMID: 16146363.

* Article titles in AMA citation format should be in sentence-case

TY - JOUR T1 - Boc-protected amines via a mild and efficient one-pot Curtius rearrangement. AU - Lebel,Hélène, AU - Leogane,Olivier, PY - 2005/9/9/pubmed PY - 2006/8/5/medline PY - 2005/9/9/entrez SP - 4107 EP - 10 JF - Organic letters JO - Org Lett VL - 7 IS - 19 N2 - [reaction: see text] The reaction of a carboxylic acid with di-tert-butyl dicarbonate and sodium azide allowed the formation of an acyl azide intermediate, which undergoes a Curtius rearrangement in the presence of tetrabutylammonium bromide and zinc(II) triflate. The trapping of the isocyanate derivative in the reaction mixture led to the desired tert-butyl carbamate in high yields at low temperature. These reaction conditions are compatible with a variety of substrates, including malonate derivatives, which provide access to protected amino acids. SN - 1523-7060 UR - https://news.unboundmedicine.com/medline/citation/16146363/Boc_protected_amines_via_a_mild_and_efficient_one_pot_Curtius_rearrangement_ L2 - https://doi.org/10.1021/ol051428b DB - PRIME DP - Unbound Medicine ER -