A new entry to Amaryllidaceae alkaloids from carbohydrates:: total synthesis of (+)-vittatine

被引:32
作者
Bohno, M [1 ]
Imase, H [1 ]
Chida, N [1 ]
机构
[1] Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan
关键词
D O I
10.1039/b402762k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The stereoselective and chiral synthesis of the Amaryllidaceae alkaloid, (+)-vittatine 1, is described; the quaternary carbon in I was generated by Claisen rearrangement of a cyclohexenol derived from D-glucose by way of a Ferrier's carbocyclisation reaction and a hexahydroindole skeleton was effectively constructed by intramolecular aminomercuration-demercuration, followed by Chugaev reaction.
引用
收藏
页码:1086 / 1087
页数:2
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