Total synthesis of the antipode of alkaloid 205 B

被引:37
作者
Toyooka, N [1 ]
Fukutome, A [1 ]
Shinoda, H [1 ]
Nemoto, H [1 ]
机构
[1] Toyama Med & Pharmaceut Univ, Fac Pharmaceut Sci, Toyama 9300194, Japan
关键词
alkaloids; Michael addition; natural products; nitrogen heterocycles; stereoelectronic effects;
D O I
10.1002/anie.200351906
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Forming the tetrasubstituted piperidine ring with stereocontrol in a Michael-type conjugate addition is a key step in the first enantioselective synthesis of the antipode 1 of alkaloid 205 B. The absolute stereo-chemistry of the natural product could be determined unambiguously by comparison of the optical rotations.
引用
收藏
页码:3808 / 3810
页数:3
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