NEW APPROACH TO C-ARYL GLYCOSIDES STARTING FROM PHENOL AND GLYCOSYL FLUORIDE - LEWIS ACID-CATALYZED REARRANGEMENT OF O-GLYCOSIDE TO C-GLYCOSIDE

被引:163
作者
MATSUMOTO, T [1 ]
KATSUKI, M [1 ]
SUZUKI, K [1 ]
机构
[1] KEIO UNIV,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
关键词
D O I
10.1016/S0040-4039(00)88479-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:6935 / 6938
页数:4
相关论文
共 10 条
[1]   A SIMPLE DIASTEREOSELECTIVE SYNTHESIS OF 2',3'-UNSATURATED ARYL C-GLUCOPYRANOSIDES [J].
CASIRAGHI, G ;
CORNIA, M ;
RASSU, G ;
ZETTA, L ;
FAVA, GG ;
BELICCHI, MF .
TETRAHEDRON LETTERS, 1988, 29 (27) :3323-3326
[2]  
Hanessian S, 1976, Adv Carbohydr Chem Biochem, V33, P111
[3]   A DIRECT SYNTHESIS OF C-GLYCOSYL COMPOUNDS [J].
KRAUS, GA ;
MOLINA, MT .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (04) :752-753
[4]   NEW GLYCOSIDATION REACTION .1. COMBINATIONAL USE OF CP2ZRCL2-AGCLO4 FOR ACTIVATION OF GLYCOSYL FLUORIDES AND APPLICATION TO HIGHLY BETA-SELECTIVE GLYCOSIDATION OF D-MYCINOSE [J].
MATSUMOTO, T ;
MAETA, H ;
SUZUKI, K ;
TSUCHIHASHI, G .
TETRAHEDRON LETTERS, 1988, 29 (29) :3567-3570
[5]   1ST TOTAL SYNTHESIS OF MYCINAMICIN-IV AND MYCINAMICIN-VII SUCCESSFUL APPLICATION OF NEW GLYCOSIDATION REACTION [J].
MATSUMOTO, T ;
MAETA, H ;
SUZUKI, K ;
TSUCHIHASHI, G .
TETRAHEDRON LETTERS, 1988, 29 (29) :3575-3578
[6]   ISOLATION AND STRUCTURE ELUCIDATION OF SOME COMPONENTS OF THE ANTITUMOR ANTIBIOTIC MIXTURE RUBIFLAVIN [J].
NADIG, H ;
SEQUIN, U .
HELVETICA CHIMICA ACTA, 1987, 70 (04) :1217-1228
[7]   STRUCTURE OF AQUAYAMYCIN [J].
SEZAKI, M ;
KONDO, S ;
MAEDA, K ;
UMEZAWA, H ;
OHNO, M .
TETRAHEDRON, 1970, 26 (22) :5171-&
[8]  
SHINE HJ, 1973, MTP INT REV SCI OR 1, V3, P65
[9]   C-GLYCOSIDATION OF PYRIDYL THIOGLYCOSIDES [J].
STEWART, AO ;
WILLIAMS, RM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (14) :4289-4296
[10]   THE SYNTHESIS OF GLYCOSYL FLUORIDES USING PYRIDINIUM POLY(HYDROGEN FLUORIDE) [J].
SZAREK, WA ;
GRYNKIEWICZ, G ;
DOBOSZEWSKI, B ;
HAY, GW .
CHEMISTRY LETTERS, 1984, (10) :1751-1754