Enantiospecific synthesis of methyl ester side chain of bishomoharringtonine

被引:2
|
作者
Sun, Moran [1 ]
Gao, Kaige [1 ]
Zheng, Jiaxin [1 ]
Lai, Yaowen [1 ]
Yang, Hua [1 ]
机构
[1] Zhengzhou Univ, Sch Pharmaceut Sci, Zhengzhou 450001, Peoples R China
关键词
Bishomoharringtonine; Enantiospecificity; Wittig reaction; 2,3]-Meisenheimer rearrangement; ALKALOIDS; HOMOHARRINGTONINE; HARRINGTONIA;
D O I
10.1007/s11164-013-1263-4
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The enantiospecific total synthesis of methyl ester derivative of bishomoharringtonine side chain is accomplished from l-glutamate in 41 % overall yield. Key feature of the synthesis is the construction of the chiral quaternary center by a Wittig reaction to obtain single configuration trisubstitutes olefin and the subsequent complete chirality transfer of [2, 3]-Meisenheimer rearrangement.
引用
收藏
页码:1181 / 1190
页数:10
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