NUCLEOPHILIC-SUBSTITUTION REACTION IN A NON-POLAR SOLVENT .4. ALKYLATION AND ACYLATION OF ACTIVE METHYLENE-COMPOUNDS USING 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE AS A BASE

被引:73
作者
ONO, N
YOSHIMURA, T
SAITO, T
TAMURA, R
TANIKAGA, R
KAJI, A
机构
[1] Department of Chemistry, Faculty of Science, Kyoto University, Sakyo-ku, Kyoto
关键词
D O I
10.1246/bcsj.52.1716
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Active methylene compounds are selectively monoalkylated with alkyl halides in benzene using 1,8-diazabi-cyclo[5.4.0]undec-7-ene (DBU) as a base. Selectivity of monoalkylation decreases when the reaction is carried out in a polar solvent. Ethyl acetoacetate is O-acylated with acyl halides in the presence of DBU in acetonitrile to give the (E)-enol esters stereoselectively.
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页码:1716 / 1719
页数:4
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