Total Synthesis of Cercidinin A via a Sequential Site-selective Acylation Strategy

被引:12
作者
Shibayama, Hiromitsu [1 ]
Ueda, Yoshihiro [1 ]
Kawabata, Takeo [1 ]
机构
[1] Kyoto Univ, Inst Chem Res, Uji, Kyoto 6110011, Japan
关键词
Site selectivity; Acylation; Ellagitannin; GALLIC ACID; (S)-HEXAHYDROXYDIPHENIC ACID; HEXAHYDROXYDIPHENIC ACID; GLUCOSE DERIVATIVES; ACYL; ELLAGITANNINS; CLEAVAGE; ESTERS; FUNCTIONALIZATION; CARBOHYDRATE;
D O I
10.1246/cl.190872
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Total synthesis of cercidinin A (1) was achieved in 7 overall steps from D-glucose (9 steps from gallic acid) via sequential site-selective introduction of requisite galloyl groups into hydroxy groups of unprotected glucose. No protective groups were used for hydroxy groups of D-glucose throughout the total synthesis.
引用
收藏
页码:182 / 185
页数:4
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