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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 01期

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

页码：22 / 26

页数：5

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