A METHOD FOR THE SELECTIVE REDUCTION OF CARBOHYDRATE 4,6-O-BENZYLIDENE ACETALS

被引：214

作者：

DENINNO, MP

ETIENNE, JB

DUPLANTIER, KC

机构：

[1] Central Research Division, Pfizer Inc., Groton

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 05期

关键词：

D O I：

10.1016/0040-4039(94)02348-F

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Glucose-derived 4,6-O-benzylidene acetals can be selectively reduced to the corresponding 6-O-benzyl derivatives by the treatment with trifluoroacetic acid and triethylsilane.

引用

页码：669 / 672

页数：4

共 24 条

[1]

BREWSTER JH, 1991, COMPREHENSIVE ORG SY, V8, P224

[2] REGIOSELECTIVE MANIPULATION OF HYDROXYL-GROUPS VIA ORGANOTIN DERIVATIVES [J].

DAVID, S ;

HANESSIAN, S .

TETRAHEDRON, 1985, 41 (04) :643-663

[3]

DAVID S, 1991, ADV CARBOHYD CHEM BI, V49, P176

[4] REDUCTIVE RING OPENINGS OF CARBOHYDRATE BENZYLIDENE ACETALS USING BORANE-TRIMETHYLAMINE AND ALUMINUM-CHLORIDE - REGIOSELECTIVITY AND SOLVENT DEPENDENCE [J].

EK, M ;

GAREGG, PJ ;

HULTBERG, H ;

OSCARSON, S .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 1983, 2 (03) :305-311

[5] DISPIROKETALS IN SYNTHESIS .8. REGIOSELECTIVE PROTECTION OF D-GLUCOPYRANOSE SUBSTRATES [J].

ENTWISTLE, DA ;

HUGHES, AB ;

LEY, SV ;

VISENTIN, G .

TETRAHEDRON LETTERS, 1994, 35 (05) :777-780

[6] CARBOHYDRATE DIFFERENTIATION ANTIGENS - PROBABLE LIGANDS FOR CELL-ADHESION MOLECULES [J].

FEIZI, T .

TRENDS IN BIOCHEMICAL SCIENCES, 1991, 16 (03) :84-86

[7]

GAREGG PJ, 1982, CARBOHYD RES, V108, P97

[8]

Geles, 1981, ADV CARBOHYD CHEM BI, V39, P71

[9] THE REGIOSELECTIVE TERT-BUTYLDIMETHYLSILYLATION OF THE 6'-HYDROXYL GROUP OF LACTOSE DERIVATIVES VIA THEIR DIBUTYLSTANNYLENE ACETALS [J].

GLEN, A ;

LEIGH, DA ;

MARTIN, RP ;

SMART, JP ;

TRUSCELLO, AM .

CARBOHYDRATE RESEARCH, 1993, 248 :365-369

[10]

Haines, 1981, ADV CARBOHYD CHEM BI, V39, P13

← 1 2 3 →