PHOTOREACTIONS OF 2-(DIALKYLAMINO)ETHYL ESTERS OF GAMMA-OXO ACIDS VIA REMOTE HYDROGEN TRANSFER - INFLUENCE OF THE STABILITY AND CONFORMATIONAL FLEXIBILITY OF THE BIRADICAL INTERMEDIATE ON ITS CHEMICAL BEHAVIOR

被引：16

作者：

HASEGAWA, T ^{[1
]}

MUKAI, K ^{[1
]}

MIZUKOSHI, K ^{[1
]}

YOSHIOKA, M ^{[1
]}

机构：

[1] SAITAMA UNIV, DEPT CHEM, URAWA, SAITAMA 338, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1990年 / 63卷 / 11期

关键词：

D O I：

10.1246/bcsj.63.3348

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

2-(Dibenzylamino)ethyl 4-phenyl-3-oxobutano-ate underwent photocyclization via remote hydrogen migra?tion to give 9-membered azalactones, while 2-(dimethyl-amino)ethyl 4-phenyl-3-oxobutanoate gave only a polymer. Irradiation of 2-(N-methylbenzylamino)ethyl 4-phenyl-3-oxobutanoate gave azalactones via a benzylic hydrogen transfer. No azalactones via methyl hydrogen migration could be detected. The stability and conformational flexibility of biradical intermediates are important factors in the present photocyclization. © 1990 The Chemical Society of Japan.

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页码：3348 / 3350

页数：3

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