Diasteroselective cyclizations with enantiopure malonaldehyde monocycloacetals

被引:17
作者
Bi, LR
Zhao, M
Wang, C
Peng, SQ [1 ]
Winterfeldt, E
机构
[1] Peking Univ, Coll Pharmaceut Sci, Beijing 100083, Peoples R China
[2] Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
关键词
D O I
10.1021/jo0057351
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a series of enantiopure malonaldehyde monocycloacetals is described. Treatment of 8b with L-tryptophan methyl ester, 5-methoxytryptamine, and tryptamine, respectively, in the Pictet-Spengler condensation gave the corresponding enantiomerically pure key precursors 1-3 and 17-21 in only two steps. Using a chiral amino-diol successfully realized the kinetic resolution of racemic carbolines 23 and 24.
引用
收藏
页码:22 / 26
页数:5
相关论文
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