MANGANESE-(II) AND (III)-MEDIATED FREE-RADICAL CYCLIZATION OF ALKENES, BETA-KETO-ESTERS AND MOLECULAR-OXYGEN

被引:63
作者
YAMADA, T [1 ]
IWAHARA, Y [1 ]
NISHINO, H [1 ]
KUROSAWA, K [1 ]
机构
[1] KUMAMOTO UNIV,FAC SCI,DEPT CHEM,KUROKAMI 2-39-1,KUMAMOTO 860,JAPAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 05期
关键词
D O I
10.1039/p19930000609
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of substituted ethenes with beta-keto esters in the presence of a mixture of manganese(II) and manganese(III) acetates, and molecular oxygen yielded substituted 1,2-dioxan-3-ols 3 in 14-95% yields. Cobalt(III) acetate, potassium permanganate, lead(IV) acetate, copper(II) acetate, chromium(VI) trioxide, thallium(III) acetate, ammonium cerium(IV) nitrate and iron(III) perchlorate were also used in place of manganese(III) acetate. Effects on the product yields of substituents in the alkenes and beta-keto esters have been examined and reaction mechanisms are discussed.
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收藏
页码:609 / 616
页数:8
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