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
N1 - Funding Information:
The present work was financially supported in part by the Grant-in-Aid for Scientific Research No. 15310149 from the Japan Society for the Promotion of Science and by the Grant-in-Aid for Creative Scientific Research ‘In vivo Molecular Science for Discovery of New Biofunctions and Pharmaceutical Drugs’ No. 13NP0401 from the Ministry of Education, Science, Sports and Culture, Japan. CPME used in this work was a generous gift of ZEON Cooperation, R&D Center. 15
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.
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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 -