NOVEL METHODS FOR THE PREPARATION OF PARTIALLY ACETYLATED CARBOHYDRATES

被引:44
作者
HANESSIAN, S
KAGOTANI, M
机构
关键词
D O I
10.1016/0008-6215(90)84071-2
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The selective acetylation of methyl a-d-hexopyranosides in the presence of zinc chloride shows unusual reactivity patterns compared to control experiments. Hydroperoxide ion is a mild and selective deacetylation reagent which does not attack primary acetates. © 1990.
引用
收藏
页码:67 / 79
页数:13
相关论文
共 50 条
[1]   COMPLEXES OF CARBOHYDRATES WITH METAL CATIONS .5. SYNTHESES OF METHYL GLYCOSIDES IN PRESENCE OF METAL-IONS [J].
ANGYAL, SJ ;
BODKIN, CL ;
PARRISH, FW .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1975, 28 (07) :1541-1549
[2]   COMPLEXES OF CARBOHYDRATES WITH METAL-CATIONS .9. SYNTHESIS OF METHYL D-TAGATOSIDES, D-PSICOSIDES, D-APIOSIDES AND D-ERYTHROSIDES [J].
ANGYAL, SJ ;
BODKIN, CL ;
MILLS, JA ;
POJER, PM .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1977, 30 (06) :1259-1268
[3]  
ANGYAL SJ, 1974, TETRAHEDRON, V30, P1695
[4]  
ASPINALL GO, 1976, INT REV SCI ORG CH 2, V7, P201
[5]  
Avela E. S, 1976, U.S. Patent, Patent No. [3,972,868, 3972868]
[6]   TOTAL SYNTHESIS OF (+/-)-ETHYL ACORATE [(+/-)-ETHYL (3RS)-3-[(1SR,4SR)-1-ISOBUTYRYL-4-METHYL-3-OXOCYCLOHEXYL]BUTYRATE] AND (+/-)-EPIACORIC ACID - APPLICATION OF GENERATION AND ALKYLATION OF A SPECIFIC ENOLATE [J].
BIRCH, AJ ;
CORRIE, JET ;
RAO, GS ;
MACDONALD, PL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (9-10) :1186-+
[7]   SIDE REACTION IN GLYCOSYLATIONS WITH SUGAR ORTHO ESTERS [J].
BOCHKOV, AF ;
BETANELY, VI ;
KOCHETKO.NK .
CARBOHYDRATE RESEARCH, 1973, 30 (02) :418-419
[8]  
BOUCHRA M, 1989, ACS SYM SER, V386, P45
[9]   STUDIES OF TRIFLUOROACETIC ACID .4. THE USE OF 4-6-BENZYLIDENE TRIFLUOROACETYL METHYL-ALPHA-D-GLUCOPYRANOSIDE IN THE SYNTHESIS OF 2-SUBSTITUTED AND 3-SUBSTITUTED GLUCOSES [J].
BOURNE, EJ ;
STACEY, M ;
TATLOW, CEM ;
TATLOW, JC .
JOURNAL OF THE CHEMICAL SOCIETY, 1951, (MAR) :826-833
[10]   SYNTHESIS AND SOLVOLYSIS OF SOME FULLY ACETYLATED GLYCOPYRANOSYLULOSE CHLORIDES [J].
COLLINS, PM ;
OVEREND, WG ;
RAYNER, BA .
CARBOHYDRATE RESEARCH, 1973, 31 (01) :1-16