A three-component reagent system for rapid and mild removal of O-, N- and S-trityl protecting groups. Issue 12 (9th February 2016)

• Record Type: Journal Article
• Authors: Kicsák, Máté; Bege, Miklós; Bereczki, Ilona; Csávás, Magdolna; Herczeg, Mihály; Kupihár, Zoltán; Kovács, Lajos; Borbás, Anikó; Herczegh, Pál
• Is Part Of: Organic & biomolecular chemistry. Volume 14:Issue 12(2016)
• Page Start: 3190
• Page End: 3192
• Publication Date: 2016-02-09
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c6ob00067c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A synergistic effect of BF3 ·Et2 O, hexafluoroisopropanol and triethylsilane led to efficient detritylation of nucleoside, monosaccharide and amino acid derivatives. Abstract : A new reagent system consisting of a Lewis acid such as BF3 ·Et2 O or Cu(OTf)2, the mild protic acid hexafluoroisopropanol and the reducing quenching agent triethylsilane was elaborated for O -, N - and S -detritylation of nucleoside, carbohydrate and amino acid derivatives. The method is compatible with acetyl, silyl, acetal and Fmoc groups.