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

页码：1672 / 1676

页数：5

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