Chemoselective radical cleavage of Cbz-protected nitrogen compounds

M-Lluïsa Bennasar; Tomàs Roca; Ariadna Padullés

doi:10.1021/ol027495c

Chemoselective radical cleavage of Cbz-protected nitrogen compounds

Org Lett. 2003 Feb 20;5(4):569-72. doi: 10.1021/ol027495c.

Authors

M-Lluïsa Bennasar¹, Tomàs Roca, Ariadna Padullés

Affiliation

¹ Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, Barcelona 08028, Spain. bennasar@farmacia.far.ub.es

PMID: 12583771
DOI: 10.1021/ol027495c

Abstract

[reaction: see text] Tributylstannyl radicals promote the deprotection of N-Cbz derivatives of amides and nitrogen-containing heteroaromatic rings. These radical conditions do not affect N-Cbz derivatives of basic amines.