First total synthesis of natural pulsatilla saponin D via highly stereospecific glycosylation

被引:12
作者
Kim, Minkyu [1 ]
Lim, Eunyoung [1 ]
Jung, Mankil [1 ]
机构
[1] Yonsei Univ, Dept Chem, Seoul 120749, South Korea
关键词
Pulsatilla saponin D; Stereospecific glycosylation; Total synthesis; Trisaccharide; Hederagenin; TRITERPENOID SAPONINS; FACILE SYNTHESIS; ANTITUMOR-ACTIVITY; OLIGOSACCHARIDES; ACTIVATION; GLYCOSIDES; KOREANA; MOIETY;
D O I
10.1016/j.tet.2013.04.095
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of pulsatilla saponin D, a potent anti-lung cancer natural product was accomplished in eight steps from L-arabinopyranoside in high overall yield via a highly stereospecific glycosylation featuring an oxocarbenium mechanism between the trisaccharide derivative and aglycone as the key step. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5481 / 5486
页数:6
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