A new platinum complex catalyzed reaction involving nucleophilic substitution at the central carbon atom of the π-allyl ligand

被引:25
|
作者
Kadota, J [1 ]
Komori, S [1 ]
Fukumoto, Y [1 ]
Murai, S [1 ]
机构
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Osaka 5650871, Japan
来源
JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 20期
关键词
D O I
10.1021/jo990845x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of 2-chloro-allyl acetate with sodium ethyl acetoacetate in the presence of a platinum(O) complex gave furan derivatives. The key feature of this-new platinum-catalyzed reaction is the nucleophilic substitution at the central carbon atom of pi-allyl complexes. The regioselectivity of the nucleophilic attacks (central or terminal) is dependent on the pK(a) of the nucleophile. In addition, a labeling experiment revealed that a rapid syn-anti isomerization of the (pi-allyl) platinum complexes occurs.
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页码:7523 / 7527
页数:5
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