METHYLENATION OF ALDONOLACTONES

被引:94
作者
CSUK, R
GLANZER, BI
机构
[1] Pharmazeutisch-Chemisches Institut, Universität Heidelberg, D-6900 Heidelberg
关键词
D O I
10.1016/S0040-4020(01)96909-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Convenient access to carbohydrates possessing an exo-methylene group adjacent to the ring oxygen at C-1 can be achieved by direct methylenation of aldonolactones with dicyclopentadienyldimethyltitanium.
引用
收藏
页码:1655 / 1664
页数:10
相关论文
共 42 条
[1]   TITANIUM-MEDIATED METHYLENE TRANSFER-REACTIONS ON SUGAR ESTERS, LACTONES, AND ULOSES [J].
ALI, MH ;
COLLINS, PM ;
OVEREND, WG .
CARBOHYDRATE RESEARCH, 1990, 205 :428-434
[2]   DICHLOROMETHYLENATION OF 1,4-LACTONES - A NEW ACCESS TO 1-DEOXY-1-C-METHYL-C-GLYCOSYL COMPOUNDS [J].
BANDZOUZI, A ;
CHAPLEUR, Y .
CARBOHYDRATE RESEARCH, 1987, 171 :13-24
[3]  
BESTMANN HJ, 1983, TOP CURR CHEM, V109, P85
[4]   CONVERSION OF 2,6-ANHYDRO-1-DEOXY-D-GALACTO-HEPT-1-ENITOL INTO 1-DEOXY-D-GALACTO-HEPTULOSE BY BETA-D-GALACTOSIDASE [J].
BROCKHAUS, M ;
LEHMANN, J .
CARBOHYDRATE RESEARCH, 1977, 53 (01) :21-31
[5]   INSITU PREPARATION OF (MU-CHLORO)(MU-METHYLENE)BIS(CYCLOPENTADIENYL)(DI-METHYLALUMINUM)TITANIUM (TEBBE REAGENT) [J].
CANNIZZO, LF ;
GRUBBS, RH .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (13) :2386-2387
[7]  
CLAUSS K, 1962, LIEBIGS ANN CHEM, V654, P8
[8]   THE METHYLENATION OF ENOLIZABLE KETONES AND ESTERS USING ORGANOTITANIUM CHEMISTRY [J].
CLAWSON, L ;
BUCHWALD, SL ;
GRUBBS, RH .
TETRAHEDRON LETTERS, 1984, 25 (50) :5733-5736
[9]  
Cohen N., 1985, ORG SYNTH, V63, P127
[10]  
CSUK R, UNPUB