Preparation of alkylidenecyclobutanes and their transformation to 2,2-disubstituted cyclopentanones

被引:39
作者
Fujiwara, T [1 ]
Iwasaki, N [1 ]
Takeda, T [1 ]
机构
[1] Tokyo Univ Agr & Technol, Dept Appl Chem, Koganei, Tokyo 1848588, Japan
关键词
D O I
10.1246/cl.1998.741
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction of ketones with the titanocene reagent prepared by the treatment of 1,1-bis(phenylthio)cyclobutane with the low valent titanium species Cp2Ti[P(OEt)(3)](2) produced the corresponding alkylidenecyclobutanes. These compounds were successfully transformed into 2,2-disubstituted cyclopentanones by the epoxidation and subsequent ring enlargement. The similar reactions of the carbene complexes with carboxylic esters and thiolesters also proceeded to afford (1-alkoxy- and alkylthio-alkylidene)cyclobutanes, respectively, in good yields.
引用
收藏
页码:741 / 742
页数:2
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