INTRAMOLECULAR CYCLOADDITION OF THE AZOMETHINE YLIDES DERIVED FROM ALPHA-AMINO-ACIDS OR ESTERS AND 5-OXO-6-HEPTENALS OR 4-OXO-5-HEXENALS

被引：23

作者：

KANEMASA, S ^{[1
]}

DOI, K ^{[1
]}

WADA, E ^{[1
]}

机构：

[1] KYUSHU UNIV, INTERDISCIPLINARY GRAD SCH ENGN SCI, DEPT MOLEC SCI & TECHNOL, KASUGA, FUKUOKA 816, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1990年 / 63卷 / 10期

关键词：

802.2 Chemical Reactions - 804.1 Organic Compounds;

D O I：

10.1246/bcsj.63.2866

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Intramolecular cycloadditions of the azomethine ylides bearing a carbonyl-activated olefinic moiety, generated from a-amino acids or esters and 5-oxo-6-heptenals or 4-oxo-5-hexenals, produce the stereoselective internal cycloadducts either to olefin or carbonyl dipolarophilic function with normal or inverse regioselectivity, depending upon the types of ylides as well as the intervening chain length. Exclusively high diastereofacial selectivity has been achieved when 2-phenyl-4-thiazolidinecarboxylic acid and its methyl ester are utilized. © 1990 The Chemical Society of Japan.

引用

页码：2866 / 2871

页数：6

共 27 条

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