Synthesis of a phosphonate analog of sialic acid (Neu5Ac) using indium-mediated allylation of unprotected carbohydrates in aqueous media

被引:47
作者
Gao, JM [1 ]
Martichonok, V [1 ]
Whitesides, GM [1 ]
机构
[1] HARVARD UNIV,DEPT CHEM & CHEM BIOL,CAMBRIDGE,MA 02138
关键词
D O I
10.1021/jo961290y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:9538 / 9540
页数:3
相关论文
共 25 条
[1]   SYNTHESIS OF BETA-HYDROXYESTERS BY REFORMATSKY REACTION USING INDIUM METAL [J].
ARAKI, S ;
ITO, H ;
BUTSUGAN, Y .
SYNTHETIC COMMUNICATIONS, 1988, 18 (04) :453-458
[2]   INDIUM IN ORGANIC-SYNTHESIS - INDIUM-MEDIATED ALLYLATION OF CARBONYL-COMPOUNDS [J].
ARAKI, S ;
ITO, H ;
BUTSUGAN, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) :1831-1833
[3]   A CONCISE CHEMICAL SYNTHESIS OF (+)-3-DEOXY-D-GLYCERO-D-GALACTO-NONULOSONIC ACID (KDN) [J].
CHAN, TH ;
LI, CJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (10) :747-748
[4]  
CHAN TH, 1996, J CHEM SOC CHEM COMM, P905
[5]   ACTIVATED METALS .9. NEW REFORMATSKY REAGENT INVOLVING ACTIVATED INDIUM FOR PREPARATION OF BETA-HYDROXY ESTERS [J].
CHAO, LC ;
RIEKE, RD .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (15) :2253-2255
[6]  
COLLARD JN, 1982, TETRAHEDRON LETT, V36, P3725
[7]  
DENINNO MP, 1991, SYNTHESIS-STUTTGART, P583
[8]   SELECTIVE ALLYLATION OF CARBONYL-COMPOUNDS IN AQUEOUS-MEDIA [J].
EINHORN, C ;
LUCHE, JL .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 322 (02) :177-183
[9]   SYNTHESIS OF KDO USING INDIUM-MEDIATED ALLYLATION OF 2,3/4,5-DI-O-ISOPROPYLIDENE-D-ARABINOSE IN AQUEOUS-MEDIA [J].
GAO, JM ;
HARTER, R ;
GORDON, DM ;
WHITESIDES, GM .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (13) :3714-3715
[10]   INDIUM-MEDIATED ALLYLATIONS OF UNPROTECTED CARBOHYDRATES IN AQUEOUS-MEDIA - A SHORT SYNTHESIS OF SIALIC-ACID [J].
GORDON, DM ;
WHITESIDES, GM .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (27) :7937-7938