Asymmetric total synthesis of natural pyrrolizidine alkaloid, (+)-alexine

被引:47
作者
Yoda, H [1 ]
Katoh, H [1 ]
Takabe, K [1 ]
机构
[1] Shizuoka Univ, Fac Engn, Dept Mol Sci, Hamamatsu, Shizuoka 4328561, Japan
基金
日本学术振兴会;
关键词
pyrrolizidine alkaloid; alexine; stereoselective reduction; chiral lactam; D-arabinofuranose;
D O I
10.1016/S0040-4039(00)01314-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of the potent glycosidase inhibitor (+)-alexine with five contiguous stereogenic centres [(1R,2R,3R,7S,7aS)-3-hydroxymethyl-1,2,7-trihydroxypyrrolizidine alkaloid] is described featuring. the efficient and stereodefined novel elaboration of the functionalized homochiral lactam derived from 2,3,5-tri-O-benzyl-beta-D-arabinofuranose. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7661 / 7665
页数:5
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