Indium trichloride-promoted tin-mediated carbonyl allylation in water: High simple diastereo- and diastereofacial selectivity

被引：108

作者：

Li, XR ^{[1
]}

Loh, TP ^{[1
]}

机构：

[1] NATL UNIV SINGAPORE,DEPT CHEM,SINGAPORE 119260,SINGAPORE

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 06期

关键词：

D O I：

10.1016/0957-4166(96)00174-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Tin-mediated additions of allylic bromides to aldehydes and aldoses leads to adduct with high diastereo- and diastereofacial selectivity in the presence of indium trichloride in water. (C) 1996 Elsevier Science Ltd

引用

页码：1535 / 1538

页数：4

共 27 条

[1] 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

[2]

CASIRAGHI G, 1993, CHEMTRACTS ORG CHEM, V6, P336

[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]

Chen DL, 1996, TETRAHEDRON LETT, V37, P295

[5] DIASTEREOSELECTIVE REACTIONS OF DELTA-SILOXYALLYLZIRCONIUM REAGENTS WITH ALDEHYDES [J].

CLARK, AJ ;

KASUJEE, I ;

PEACOCK, JL .

TETRAHEDRON LETTERS, 1995, 36 (39) :7137-7140

[6]

EINHORN C, 1989, SYNTHESIS-STUTTGART, P787

[7]

HO DSC, IN PRESS SYNLETT

[8]

ISAAC MB, 1995, TETRAHEDRON LETT, V36, P8957

[9] TIN-MEDIATED AND INDIUM-MEDIATED ALLYLATION IN AQUEOUS-MEDIA - APPLICATION TO UNPROTECTED CARBOHYDRATES [J].

KIM, E ;

GORDON, DM ;

SCHMID, W ;

WHITESIDES, GM .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) :5500-5507

[10]

KOBAYASHI S, 1993, SYNTHESIS-STUTTGART, P371

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