1,8-diazabicyclo[5.4.0]undec-7-ene:: A remarkable base in the debromination of 4-or 5-substituted N-benzyl α-bromo-α-p-toluenesulfonylglutarimide

被引：10

作者：

Chang, MY

Lin, JYC

Chen, ST ^{[1
]}

Chang, NC

机构：

[1] Acad Sinica, Inst Biol Chem, Taipei 115, Taiwan

[2] Natl Sun Yat Sen Univ, Dept Chem, Kaohsiung 804, Taiwan

来源：

JOURNAL OF THE CHINESE CHEMICAL SOCIETY | 2002年 / 49卷 / 06期

关键词：

1,8-diazabicyclo[5.4.0]undec-7-ene; debromination; N-bromosuccinimide; bromination; glutarimide;

D O I：

10.1002/jccs.200200145

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Debromination of N-benzyl 4- or 5-substituted alpha-bromo-alpha-p-toluenesulfonylglutarim ides is achieved with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to give the N-benzyl 4- or 5-substituted alpha-p-toluenesulfonylglutarimides. The DBU/THF system is applied to a new methodology for the synthesis of bicyclic glutarimide skeleton in moderate yields.

引用

页码：1015 / 1024

页数：10

共 20 条

[1] Amidine-promoted addition of chloroform to carbonyl compounds [J].