128461-95-0Relevant academic research and scientific papers
Efficient C-arylglycosylation of 1-O-methyl sugar by novel use of TMSOTf-AgClO4 catalyst system
Toshima,Matsuo,Tatsuta
, p. 2175 - 2178 (1992)
Highly β-stereoselective C-arylglycosylations of the 1-O-methyl sugars 1-4 with 2-naphthol (9) were effectively achieved by novel combinational use of a catalytic amount of TMSOTf-AgClO4 as an activator. Also, C-arylglycosylations of the 1-O-ac
An Improved Practical Method for Synthesis of Aryl C-Glycosides from Unprotected Methyl Glycosides and 1-Hydroxy Sugars
Toshima, Kazunobu,Matsuo, Goh,Nakata, Masaya
, p. 997 - 998 (1994)
Aryl C-glycosidations of the unprotected methyl glycosides 9-12 and the unprotected 1-hydroxy sugars 14 and 15 with 2-naphthol 6 using TMSOTf proceed much more effectively than those of the acylated methyl glycosides 4 and 5; the unprotected methyl glycos
Relative reactivities of aminoglycosides and their synthetic equivalents in the C-glycosylation of aromatics. Synthesis of the pseudoaglycone (D-C-glycoside) of the benzanthrins
Parker, Kathlyn A.,Ding, Qing-Jie
, p. 10255 - 10261 (2007/10/03)
The pseudoaglycone of the benzanthrin antibiotics was prepared by a short sequence in which C-glycosylation of dehydrorabelomycin dimethyl ether served as the key step. The use of a 3-azido 2,3,6-trideoxy pyranose as an activated equivalent of a 3-dimethyl-amino 2,3,6-trideoxy sugar was demonstrated in this reaction. (C) 2000 Elsevier Science Ltd.
Aryl and Allyl C-Glycosidation Methods Using Unprotected Sugars
Toshima, Kazunobu,Matsuo, Goh,Ishizuka, Toru,Ushiki, Yasunobu,Nakata, Masaya,Matsumura, Shuichi
, p. 2307 - 2313 (2007/10/03)
Practical and highly stereoselective aryl and allyl C-glycosidation methods using unprotected sugars as glycosyl donors have been developed. Aryl C-glycosidations of several unprotected 2-deoxy sugars with phenol and naphthol derivatives by the combined u
C-Arylglycosylation of Unprotected Free Sugar
Toshima, Kazunobu,Matsuo, Goh,Ishizuka, Toru,Nakata, Masaya,Kinoshita, Mitsuhiro
, p. 1641 - 1642 (2007/10/02)
Highly regio- and stereo-selective C-arylglycosylations of the protected free sugars 1-4, the unprotected methyl glycosides 6-9 and the unprotected free sugars 10 and 11 with 2-naphthol 5 are effectively realized by the combined use of TMSOTf-AgClO4 (TMSO
Improvement in O -> C Glycoside Rearrangement Approach to C-Aryl Glycosides: Use of 1-O-Acetyl Sugar as Stable but Efficient Glycosyl Donor
Matsumoto, Takashi,Hosoya, Takamitsu,Suzuki, Keisuke
, p. 4629 - 4632 (2007/10/02)
1-O-Acetyl sugars serve as efficient glycosyl donor in the O -> C-glycoside rearrangement approach to C-aryl glycosides.Model study was carried out on three types of 2-deoxy-glycosyl acetates including amino sugar derivative.Comparison of the promoters, Cp2HfCl2-AgClO4, SnCl4, BF3*OEt2 is described.
Synthetic Study toward Vineomycins. Synthesis of C-Aryl Glycoside Sector via Cp2HfCl2-AgClO4-Promoted Tactics
Matsumoto, Takashi,Katsuki, Miyoko,Jona, Hideki,Suzuki, Keisuke
, p. 6185 - 6188 (2007/10/02)
Regio- and stereo-controlled formation of C-aryl β-D-olivoside linkage is achieved by the reaction of naphthol or anthrol derivatives with D-olivosyl fluoride.The reaction is efficiently promoted by Cp2HfCl2-AgClO4 and the bond formation occurs selectivit
