4-Nitrobenzyl group for protection of hydroxyl functions

Koichi Kukase, Hideo Tanaka, Sigeru Toriib, Shoichi Kusumoto

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

Versatile use of 4-nitrobenzyl group for protection of hydroxyl functions is described. It can be removed selectively in the presence of other benzyl-type protecting groups such as benzyl and 4-methoxybenzyl via reduction into 4-aminobenzyl group followed by electrochemical oxidation. Very clean oxidative cleavage of 4-aminobenzyl group could also be effected with 2,3-dichloro-5,6-dicyanobenzoquinone after N-acetylation.

Original languageEnglish
Pages (from-to)389-392
Number of pages4
JournalTetrahedron Letters
Volume31
Issue number3
DOIs
Publication statusPublished - 1990

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Acetylation
Electrochemical oxidation
Hydroxyl Radical
dichlorodicyanobenzoquinone

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

4-Nitrobenzyl group for protection of hydroxyl functions. / Kukase, Koichi; Tanaka, Hideo; Toriib, Sigeru; Kusumoto, Shoichi.

In: Tetrahedron Letters, Vol. 31, No. 3, 1990, p. 389-392.

Research output: Contribution to journalArticle

Kukase, K, Tanaka, H, Toriib, S & Kusumoto, S 1990, '4-Nitrobenzyl group for protection of hydroxyl functions', Tetrahedron Letters, vol. 31, no. 3, pp. 389-392. https://doi.org/10.1016/S0040-4039(00)94562-3
Kukase, Koichi ; Tanaka, Hideo ; Toriib, Sigeru ; Kusumoto, Shoichi. / 4-Nitrobenzyl group for protection of hydroxyl functions. In: Tetrahedron Letters. 1990 ; Vol. 31, No. 3. pp. 389-392.
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