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, A. Borbás, S. 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

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Hydrogenolysis
Monosaccharides
Disaccharides
Ether
Hydrogenation

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Selective removal of the (2-naphthyl)methyl protecting group in the presence of p-methoxybenzyl group by catalytic hydrogenation. / Lázáar, László; Jánossy, Lóránt; Csávás, Magdolna; Herczeg, Mihály; Borbás, A.; Antus, S.

In: Arkivoc, Vol. 2012, No. 5, 22.06.2012, p. 312-325.

Research output: Contribution to journalArticle

Lázáar, László ; Jánossy, Lóránt ; Csávás, Magdolna ; Herczeg, Mihály ; Borbás, A. ; Antus, S. / Selective removal of the (2-naphthyl)methyl protecting group in the presence of p-methoxybenzyl group by catalytic hydrogenation. In: Arkivoc. 2012 ; Vol. 2012, No. 5. pp. 312-325.
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AU - Antus, S.

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