The first total synthesis of prianosin B

被引:11
|
作者
Wada, Yasufumi [1 ]
Otani, Kouji [1 ]
Endo, Noriko [1 ]
Harayama, Yu [1 ]
Kamimura, Daigo [1 ]
Yoshida, Masako [1 ]
Fujioka, Hiromichi [1 ]
Kita, Yasuyuki [1 ]
机构
[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
基金
日本学术振兴会;
关键词
HYPERVALENT IODINE(III) REAGENT; SULFUR-CONTAINING ALKALOIDS; EFFICIENT DIRECT SYNTHESIS; METAL-DIENE COMPLEXES; DISCORHABDIN-C; PYRROLOIMINOQUINONE ALKALOIDS; MARINE ALKALOIDS; TOPOISOMERASE-II; MAKALUVAMINE-D; PYRROLOQUINOLINE NUCLEUS;
D O I
10.1016/j.tet.2008.11.051
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first asymmetric total synthesis of prianosin B (1) is described. Formation of the 16,17-dehydropyrroloiminoquinone skeleton from the pyrroloiminoquinone unit is a key step in this synthesis. Thus, the detosylation and dehydrogenation reactions of the pyrroloiminoquinone unit are Caused by the presence of a catalytic amount of NaN3. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1059 / 1062
页数:4
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