Title of article :
The Highly trans-Selective Darzens Reaction via Ammonium Ylides
Author/Authors :
Takeuchi، Y. نويسنده , , Kimachi، T. نويسنده , , Kinoshita، H. نويسنده , , Kusaka، K. نويسنده , , Aoe، M. نويسنده , , Ju-ichi، M. نويسنده ,
Issue Information :
روزنامه با شماره پیاپی سال 2005
Abstract :
The Darzens reaction using electron deficient p-substituted benzyltriethylammonium chlorides with aromatic aldehydes afforded 2,3diaryl epoxides with trans selectivity (> 99%) while the corresponding reaction with electron releasing p-substituted benzyltriethylammonium salts gave the epoxides as diastereomeric mixtures. Epoxide formation of ptrifluoromethylbenzylammonium salt, prepared from ptrifluoromethylbenzyl chloride and DABCO, afforded the corresponding 2,3-diaryl epoxide in high yield (>98%).
Keywords :
Darzens reaction , ammonium ylides , 2,3-diaryl epoxides
