The construction of the A,B,C-ring system of ciguatoxin

被引:22
作者
Oka, T [1 ]
Fujiwara, K [1 ]
Murai, A [1 ]
机构
[1] HOKKAIDO UNIV,GRAD SCH SCI,DIV CHEM,SAPPORO,HOKKAIDO 060,JAPAN
关键词
D O I
10.1016/S0040-4039(97)10107-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first construction of the A,B,C-ring system having all of the natural substituents in ciguatoxin was achieved from D-glucose. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:8053 / 8056
页数:4
相关论文
共 15 条
[1]   MODERN ORGANOSELENIUM CHEMISTRY [J].
CLIVE, DLJ .
TETRAHEDRON, 1978, 34 (08) :1049-1132
[2]   SYNTHESIS AND CHARACTERIZATION OF PROPYL O-BETA-D-GALACTOPYRANOSYL-(1-]4)-O-BETA-D-GALACTOPYRANOSYL-(1-]4)-ALPHA-D-GALACTOPYRANOSIDE [J].
ELSHENAWY, HA ;
SCHUERCH, C .
CARBOHYDRATE RESEARCH, 1984, 131 (02) :239-246
[3]   SYNTHESIS OF THE TETRAHYDROPYRAN RING PART OF A MARINE TOXIN POLYCAVERNOSIDE-A [J].
FUJIWARA, K ;
AMANO, S ;
OKA, T ;
MURAI, A .
CHEMISTRY LETTERS, 1994, (11) :2147-2150
[4]   CATALYTIC ASYMMETRIC EPOXIDATION AND KINETIC RESOLUTION - MODIFIED PROCEDURES INCLUDING INSITU DERIVATIZATION [J].
GAO, Y ;
HANSON, RM ;
KLUNDER, JM ;
KO, SY ;
MASAMUNE, H ;
SHARPLESS, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (19) :5765-5780
[5]  
Hosokawa S, 1996, SYNLETT, P351
[6]   ORGANOSELENIUM-MEDIATED REDUCTION OF ALPHA,BETA-EPOXY ESTERS TO BETA-HYDROXY ESTERS [J].
MIYASHITA, M ;
HOSHINO, M ;
SUZUKI, T ;
YOSHIKOSHI, A .
CHEMISTRY LETTERS, 1988, (03) :507-508
[7]   STRUCTURES AND CONFIGURATIONS OF CIGUATOXIN FROM THE MORAY EEL GYMNOTHORAX-JAVA']JAVANICUS AND ITS LIKELY PRECURSOR FROM THE DINOFLAGELLATE GAMBIERDISCUS-TOXICUS [J].
MURATA, M ;
LEGRAND, AM ;
ISHIBASHI, Y ;
FUKUI, M ;
YASUMOTO, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) :4380-4386
[8]   MPM (4-METHOXYBENZYL) PROTECTION OF HYDROXY FUNCTIONS UNDER MILD ACIDIC CONDITIONS [J].
NAKAJIMA, N ;
HORITA, K ;
ABE, R ;
YONEMITSU, O .
TETRAHEDRON LETTERS, 1988, 29 (33) :4139-4142
[9]   Synthetic study of ciguatoxin. Absolute configuration of the C2 hydroxy group [J].
Oguri, H ;
Hishiyama, S ;
Sato, O ;
Oishi, T ;
Hirama, M ;
Murata, M ;
Yasumoto, T ;
Harada, N .
TETRAHEDRON, 1997, 53 (09) :3057-3072
[10]  
OGURI H, 1996, 38 S CHEM NAT PROD J, P703