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
收藏
页码：293 / 296
页数：4
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