Abstract
Highly α-selective glucosylation was effected by virtue of the solvent effect of cyclopentyl methyl ether and the long-range assistance of bulky 6-O-protective groups. Higher α-selectivity was obtained by the use of this solvent in comparison to conventional diethyl ether. α-Selectivity was further improved with the influence of 6-O-substituents, such as TBDPS and phthaloyl groups, the latter being mono esterified with a bulky alcohol.
| Original language | English |
|---|---|
| Pages (from-to) | 441-447 |
| Number of pages | 7 |
| Journal | Tetrahedron Asymmetry |
| Volume | 16 |
| Issue number | 2 |
| DOIs | |
| Publication status | Published - 2005 Jan 24 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Inorganic Chemistry
- Organic Chemistry
- Materials Chemistry
- Drug Discovery
Cite this
Stereoselective glycosylation using the long-range effect of a [2-(4-phenylbenzyl)oxycarbonyl]benzoyl group. / Tokimoto, Hiroomi; Fujimoto, Yukari; Fukase, Koichi; Kusumoto, Shoichi.
In: Tetrahedron Asymmetry, Vol. 16, No. 2, 24.01.2005, p. 441-447.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Stereoselective glycosylation using the long-range effect of a [2-(4-phenylbenzyl)oxycarbonyl]benzoyl group
AU - Tokimoto, Hiroomi
AU - Fujimoto, Yukari
AU - Fukase, Koichi
AU - Kusumoto, Shoichi
PY - 2005/1/24
Y1 - 2005/1/24
N2 - Highly α-selective glucosylation was effected by virtue of the solvent effect of cyclopentyl methyl ether and the long-range assistance of bulky 6-O-protective groups. Higher α-selectivity was obtained by the use of this solvent in comparison to conventional diethyl ether. α-Selectivity was further improved with the influence of 6-O-substituents, such as TBDPS and phthaloyl groups, the latter being mono esterified with a bulky alcohol.
AB - Highly α-selective glucosylation was effected by virtue of the solvent effect of cyclopentyl methyl ether and the long-range assistance of bulky 6-O-protective groups. Higher α-selectivity was obtained by the use of this solvent in comparison to conventional diethyl ether. α-Selectivity was further improved with the influence of 6-O-substituents, such as TBDPS and phthaloyl groups, the latter being mono esterified with a bulky alcohol.
UR - http://www.scopus.com/inward/record.url?scp=12944303102&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=12944303102&partnerID=8YFLogxK
U2 - 10.1016/j.tetasy.2004.11.042
DO - 10.1016/j.tetasy.2004.11.042
M3 - Article
AN - SCOPUS:12944303102
VL - 16
SP - 441
EP - 447
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
SN - 0957-4166
IS - 2
ER -