PALLADIUM(II) PROMOTED O-GLYCOSYLATION INVOLVING 1-THIO-2-ENOSIDES AND 3-THIO-1-ENOSES

被引:19
作者
TAKEDA, K
NAKAMURA, H
AYABE, A
AKIYAMA, A
HARIGAYA, Y
MIZUNO, Y
机构
[1] School of Pharmaceutical Sciences, Kitasato University, Minato-ku, Tokyo, 108, Shirokane
关键词
D O I
10.1016/0040-4039(94)88180-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
O-glycosylation of thioglycosyl donors, 2,3-dideoxy-hex-1-thio-2-enopyranosides, 1,2-dideoxy-hex-3-thio-1-nopyranoses ad 2-pyridyl 2,3,4,6-tetra-O-benzyl-1-thio-beta-D-glucopyranoside was achieved by use of a Pd(II) activator which was prepared from bis(acetonitrile)dichloropalladium(II)(Pd(CH3CN)(2)Cl-2) and silver triflate (AgOTf).
引用
收藏
页码:125 / 128
页数:4
相关论文
共 15 条
[1]  
BUNDLE DR, 1974, J BIOL CHEM, V249, P2275
[2]   ON THE ADDITION OF ALLYLTRIMETHYLSILANE TO GLYCAL ACETATES [J].
DANISHEFSKY, S ;
KERWIN, JF .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (19) :3803-3805
[3]   SOME PROGENY OF 2,3-UNSATURATED SUGARS - THEY LITTLE RESEMBLE GRANDFATHER GLUCOSE [J].
FRASERREID, B .
ACCOUNTS OF CHEMICAL RESEARCH, 1975, 8 (06) :192-201
[4]   THIOGLYCOSIDES AS GLYCOSYLATING AGENTS IN OLIGOSACCHARIDE SYNTHESIS [J].
FUGEDI, P ;
GAREGG, PJ ;
LONN, H ;
NORBERG, T .
GLYCOCONJUGATE JOURNAL, 1987, 4 (02) :97-108
[5]  
FURUHATA K, 1991, CHEM PHARM BULL, V39, P817
[6]   SYNTHESIS OF THE CORE TRISACCHARIDE OF ESPERAMICIN - CORROBORATION OF THE PROPOSED STRUCTURE FOR ITS REARRANGEMENT PRODUCT AND STABILIZATION OF THE CORE TRISACCHARIDE DOMAIN [J].
HALCOMB, RL ;
WITTMAN, MD ;
OLSON, SH ;
DANISHEFSKY, SJ ;
GOLIK, J ;
WONG, H ;
VYAS, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (13) :5080-5082
[7]   CATIONIC ETA-3-ALLYL YLIDE AND ETA-5-CYCLOPENTADIENYL YLIDE COMPLEXES OF PALLADIUM(II) [J].
HIRAI, MF ;
MIYASAKA, M ;
ITOH, K ;
ISHII, Y .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 165 (03) :391-398
[8]   CAPSULAR POLYSACCHARIDES AS HUMAN VACCINES [J].
JENNINGS, HJ .
ADVANCES IN CARBOHYDRATE CHEMISTRY AND BIOCHEMISTRY, 1983, 41 :155-208
[9]   STRUCTURAL DETERMINATION OF THE CAPSULAR POLYSACCHARIDE OF STREPTOCOCCUS-PNEUMONIAE TYPE-19 (F-19) [J].
JENNINGS, HJ ;
ROSELL, KG ;
CARLO, DJ .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1980, 58 (11) :1069-1074
[10]   THE DIRECT SYNTHESIS OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS BY PD(II) PROMOTED DEHYDROGENATION OF ALDEHYDES AND KETONES [J].
MUKAIYAMA, T ;
OHSHIMA, M ;
NAKATSUKA, T .
CHEMISTRY LETTERS, 1983, (08) :1207-1210