HIGHLY STEREOSELECTIVE SYNTHESIS OF BETA-GLYCOSIDES OF 3-DEOXY-2-HEXULOSONATES

被引：13

作者：

VLAHOV, IR ^{[1
]}

VLAHOVA, PI ^{[1
]}

SCHMIDT, RR ^{[1
]}

机构：

[1] UNIV CONSTANCE,FAK CHEM,POSTFACH 5560,W-7750 CONSTANCE,GERMANY

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 03期

关键词：

D O I：

10.1016/S0957-4166(00)86071-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Epsilon-Hydroxy (Z)-enol ethers 6 and 12 were readily prepared from D-glucono-1,5-lactone by ring opening, 2-O-alkylation with triflate 3, and Z-specific beta-elimination. Cyclization of 6 and 12 induced by PhSeBF4 or by PhSeOTf provided exclusively beta-connected disaccharides, which were converted into neuraminic acid analogues 10 and 11 or 3-deoxy-2-glycosyl-D-2-hexulofuranosylonate 13, respectively.

引用

页码：293 / 296

页数：4

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