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 language | English |
|---|---|
| Pages (from-to) | 389-392 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 31 |
| Issue number | 3 |
| DOIs | |
| Publication status | Published - 1990 |
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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 journal › Article
}
TY - JOUR
T1 - 4-Nitrobenzyl group for protection of hydroxyl functions
AU - Kukase, Koichi
AU - Tanaka, Hideo
AU - Toriib, Sigeru
AU - Kusumoto, Shoichi
PY - 1990
Y1 - 1990
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=0025157115&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0025157115&partnerID=8YFLogxK
U2 - 10.1016/S0040-4039(00)94562-3
DO - 10.1016/S0040-4039(00)94562-3
M3 - Article
AN - SCOPUS:0025157115
VL - 31
SP - 389
EP - 392
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 3
ER -