FORMATION OF 2,2-DISUBSTITUTED 1,3-CYCLOPENTANEDIONES FROM KETALS WITH 1,2-BIS(TRIMETHYLSILYLOXY)CYCLOBUTENE

被引:21
作者
WU, YJ [1 ]
STRICKLAND, DW [1 ]
JENKINS, TJ [1 ]
LIU, PY [1 ]
BURNELL, DJ [1 ]
机构
[1] MEM UNIV NEWFOUNDLAND,DEPT CHEM,ST JOHNS A1B 3X7,NEWFOUNDLAND,CANADA
来源
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1993年 / 71卷 / 09期
关键词
D O I
10.1139/v93-169
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The direct formation of 2,2-disubstituted 1,3-cyclopentanedione compounds by a Lewis acid catalysed reaction with 1,2-bis(trimethylsilyloxy)cyclobutene proceeds in good to excellent yields with unhindered ketals, but steric hindrance yields considerably. A carbonyl group alpha or beta to the ketal, or a carbon-carbon double bond alpha to the ketal, action completely. Orthoesters do not give geminally acylated products in synthetically useful yields.
引用
收藏
页码:1311 / 1318
页数:8
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