FURAN-BASED SYNTHESIS OF C-GLYCOSYL CARBOXYLATES

被引:38
作者
DONDONI, A
MARRA, A
SCHERRMANN, MC
机构
[1] Dipartimento di Chimica, Laboratorio di Chimica Organica, Università, Ferrara
关键词
SUGAR LACTONES; SUGAR CARBOXYLIC ACIDS; C-GLYCOSIDES; FURAN; C-GLYCOSIDATION; CARBOXYLATION;
D O I
10.1016/S0040-4039(00)79320-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The installation of the 2-furyl ring at the anomeric carbon of 2,3,4,6-tetra-O-benzyl-D-glucopyranose and 2,3.5,6-di-O-isopropylidene-D-mannofuranose is carried out either by addition of 2-lithiofuran to the corresponding lactones either by direct C-glycosidation of the O-acetyl derivatives with furan; the resultant 2-furyl C-glycosides are converted to carboxylic acids by the oxidative cleavage of the furan nucleous.
引用
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页码:7323 / 7326
页数:4
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