Stereoselective total synthesis of (±)-homochelidonine

被引:14
作者
Yoshida, M [1 ]
Watanabe, T [1 ]
Ishikawa, T [1 ]
机构
[1] Chiba Univ, Grad Sch Pharmaceut Sci, Chiba 2638522, Japan
关键词
D O I
10.1016/S0040-4039(02)01526-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(+/-)-Homochelidonine, a B/C-cis-11-hydroxyhexahydrobenzo[c]phenanthridine alkaloid, was stereo selectively synthesized from arnottin II, a non-alkaloidal spirolactonyl tetralone which had been structurally correlated to chelerythrine, a fully aromatized-type alkaloid, by the common use of a 2-benzofuranyl-1-tetralone as a synthetic key intermediate. Thus, a valuable synthetic method accessible to benzo[c]phenanthridine alkaloids with different oxidation stages of the basic skeleton could be proposed. (C) 2002 Elsevier Science Ltd. All rights reserved.
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页码:6751 / 6753
页数:3
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