THE PICTET-SPENGLER REACTION OF NB-HYDROXYTRYPTAMINES AND CYSTEINALS .2. TEMPERATURE EFFECTS, STEREOCHEMISTRY AND MECHANISM

被引：0
|
作者：
LIU, JJ
NAKAGAWA, M
OGATA, K
HINO, T
机构：
[1] CHIBA UNIV, FAC PHARMACEUT SCI, YAYOI CHO, CHIBA 260, JAPAN
[2] CHIBA UNIV, CTR CHEM ANAL, CHIBA 260, JAPAN
[3] SHANGHAI MED UNIV, SCH PHARM, SHANGHAI 200032, PEOPLES R CHINA
来源：
CHEMICAL & PHARMACEUTICAL BULLETIN | 1991年 / 39卷 / 07期
关键词：
PICTET-SPENGLER REACTION; NB-HYDROXYTRYPTAMINE; CYSTEINAL; NB-HYDROXY-BETA-CARBOLINE; NITRONE; SPIROINDOLENINE; MECHANISM; TEMPERATURE EFFECT;
D O I：
暂无
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The effect of temperature on the Pictet-Spengler reaction of N(b)-hydroxytryptamines (1) and cysteinals (2) has been examined. The optically active nitrones (3), obtained from 1 and 2, gave the corresponding N(b)-hydroxy-beta-carbolines (4-alpha and 4-beta) exclusively at -78-degrees-C in the presence of an excess of trifluoroacetic acid. The mechanism is discussed in relation to the stereochemistry.
引用
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页码：1672 / 1676
页数：5
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