2,2-Dimethyl-2-(o-nitrophenyl)acetyl (DMNA) as an assisted cleavage protecting group for amines

Yongying Jiang, Jun Zhao, Longqin Hu

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

2,2-Dimethyl-2-(o-nitrophenyl)acetyl group (DMNA) was explored as an assisted cleavage protecting group for amines and a one-step deprotection condition was developed for its efficient removal using hydrogenation in the presence of Pd-C or PtO2 catalyst and 10% HOAc in MeOH. DMNA was found to be especially useful for the synthesis of gem-diamino compounds using Hofmann rearrangement.

Original languageEnglish (US)
Pages (from-to)4589-4592
Number of pages4
JournalTetrahedron Letters
Volume43
Issue number26
DOIs
StatePublished - Jun 28 2002

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Gems
Hydrogenation
Amines
Catalysts
platinum oxide

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

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abstract = "2,2-Dimethyl-2-(o-nitrophenyl)acetyl group (DMNA) was explored as an assisted cleavage protecting group for amines and a one-step deprotection condition was developed for its efficient removal using hydrogenation in the presence of Pd-C or PtO2 catalyst and 10{\%} HOAc in MeOH. DMNA was found to be especially useful for the synthesis of gem-diamino compounds using Hofmann rearrangement.",
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2,2-Dimethyl-2-(o-nitrophenyl)acetyl (DMNA) as an assisted cleavage protecting group for amines. / Jiang, Yongying; Zhao, Jun; Hu, Longqin.

In: Tetrahedron Letters, Vol. 43, No. 26, 28.06.2002, p. 4589-4592.

Research output: Contribution to journalArticle

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AU - Jiang, Yongying

AU - Zhao, Jun

AU - Hu, Longqin

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N2 - 2,2-Dimethyl-2-(o-nitrophenyl)acetyl group (DMNA) was explored as an assisted cleavage protecting group for amines and a one-step deprotection condition was developed for its efficient removal using hydrogenation in the presence of Pd-C or PtO2 catalyst and 10% HOAc in MeOH. DMNA was found to be especially useful for the synthesis of gem-diamino compounds using Hofmann rearrangement.

AB - 2,2-Dimethyl-2-(o-nitrophenyl)acetyl group (DMNA) was explored as an assisted cleavage protecting group for amines and a one-step deprotection condition was developed for its efficient removal using hydrogenation in the presence of Pd-C or PtO2 catalyst and 10% HOAc in MeOH. DMNA was found to be especially useful for the synthesis of gem-diamino compounds using Hofmann rearrangement.

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