A RAPID TOTAL SYNTHESIS OF AN ELLAGITANNIN

被引:97
作者
NELSON, TD [1 ]
MEYERS, AI [1 ]
机构
[1] COLORADO STATE UNIV, DEPT CHEM, FT COLLINS, CO 80523 USA
关键词
D O I
10.1021/jo00088a046
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ellagitannins are galloyl esters of glucose that contain at least one chiral biaryl (digalloyl) subunit. Included in this family are the tellimagrandins (1-3). The first asymmetric synthesis of (S)-4,4',5,5',6,6'-hexamethoxy-2,2'-diphenic acid, a ubiquitous subunit in ellagitannins, is reported by utilization of an intermolecular oxazoline-mediated asymmetric Ullmann coupling. Attachment of this acid to an appropriate glucose core resulted in the synthesis of an ellagitannin.
引用
收藏
页码:2577 / 2580
页数:4
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