IMPROVED SYNTHESIS OF 6,6,7,7-TETRAMETHYL-1-AZABICYCLO[2.2.2]OCTAN-2-ONE AND ITS STABILITY TOWARD BASE-INDUCED METHANOLYSIS

被引：12

作者：

GREENBERG, A ^{[1
]}

WU, GL ^{[1
]}

TSAI, JC ^{[1
]}

CHIU, YY ^{[1
]}

机构：

[1] NEW JERSEY INST TECHNOL,DEPT CHEM ENGN & CHEM,NEWARK,NJ 07102

来源：

STRUCTURAL CHEMISTRY | 1993年 / 4卷 / 02期

关键词：

BRIDGEHEAD BICYCLIC LACTAM; BASE-INDUCED METHANOLYSIS; 2-QUINUCLIDONES;

D O I：

10.1007/BF00677372

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The published method for synthesis of the bridgehead lactam 6,6,7,7-tetramethyl-1-azabicy-clo[2.2.2]octan-2-one yields polymers almost exclusively. Use of dilution techniques provides a 27% yield of this highly strained molecule. Base-induced methanolysis of this tetramethyl compound occurs exceedingly slowly compared to some other less crowded homologues. A buttressing effect is postulated to account for part of this effect.

引用

页码：127 / 129

页数：3

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