Selective removal of the (2-naphthyl)methyl protecting group in the presence of p-methoxybenzyl group by catalytic hydrogenation

László Lázáar, Lóránt Jánossy, Magdolna Csávás, Mihály Herczeg, Anikó Borbás, Sándor Antus

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Selective cleavage of the (2-naphthyl)methyl (NAP) group in the presence of p-methoxybenzyl (PMB), benzyl and benzylidene groups was achieved by catalytic hydrogenation with a series of monosaccharides. At a disaccharide level, the PMB group was stable upon hydrogenolysis of the NAP, however, partial cleavage of benzyl ether functions was observed.

Original languageEnglish
Pages (from-to)312-325
Number of pages14
JournalArkivoc
Volume2012
Issue number5
DOIs
Publication statusPublished - Jun 22 2012

Keywords

  • Benzyl type protecting groups
  • Carbohydrates
  • Catalytic hydrogenation
  • Orthogonal protecting groups
  • Selective removal

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Selective removal of the (2-naphthyl)methyl protecting group in the presence of p-methoxybenzyl group by catalytic hydrogenation'. Together they form a unique fingerprint.

  • Cite this