Title of article
Acid catalysed methanolysis of 2,5-diazabicyclo[2.2.2]octane-3,6-diones: scope and limitations
Author/Authors
Verbist، نويسنده , , Bie M.P. and Smets، نويسنده , , Wim J. and De Borggraeve، نويسنده , , Wim M. and Compernolle، نويسنده , , Frans and Hoornaert، نويسنده , , Georges J.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
4
From page
4371
To page
4374
Abstract
The selective methanolysis of 2,5-diazabicyclo[2.2.2]octane-3,6-dione systems is a key step in a synthetic procedure leading to 4-amino-6-oxo-2-piperidinecarboxylate systems. This reaction seems to be primarily governed by steric hindrance caused by the substituents at the 1- and 4-bridgehead positions of the dione. In absence of bulky substituents the methanolysis is directed by the secondary or tertiary nature of the two lactam moieties.
Keywords
Pyrazinone , Bislactam , Methanolysis , Steric hindrance
Journal title
Tetrahedron Letters
Serial Year
2004
Journal title
Tetrahedron Letters
Record number
1841831
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